List of Original Papers, Books, and Reviews:

1. Original Papers:

363. Fotinou, C., Emsley, P., Black, I., Ando, H., Ishida, H., Kiso, M., Sinha, K. A., Fairweather,

N. F. and Isaacs, N. W. : The crystal structure of tetanus toxin Hc fragment complexed with asynthetic GT1b analogue suggests cross-linking between ganglioside receptors and the toxin.J. Biol. Chem., 276, 32274-32281, 2001.

362. Mamelak, D., Mylvaganam, M., Tanahashi, E., Ito, H., Ishida, H., Kiso, M. and Lingwood,C.: The aglycone of sulfogalactolipids can alter the sulfate ester substitution position

required for hsc70 recognition. Carbohydr. Res., 335, 91-100, 2001.

361. Otsubo, N., Yamaguchi, M., Ishida, H. and Kiso, M. : The first, efficient synthesis of novel

sLex neoglycolipids containing N-deacetylated and lactamized sialic acid: key ligandstructures for selectin binding. J. Carbohydr. Chem., 20, 329-334, 2001.

360. Ito, H., Ishida, H. and Kiso, M. : A highly efficient total synthetic route to α-series

gangliosides: GM1 α, GD1 α and GT1 α. J. Carbohydr. Chem., 20(2), 207-225, 2001.

359. Otsubo, N., Ishida, H., and Kiso, M. : Synthesis of novel ganglioside GM4 analogues

containing N-deacetylated and lactamized sialic acid: probes for searching new ligandstructures for human L-selectin. Carbohydr. Res., 330(1), 1-5, 2001.

358. Ariga, T., Kobayashi, K., Hasegawa, A., Kiso, M., Ishida, H. and Miyake, T. :Characterization of high-affinity binding between gangliosides and amyloid β-protein.

Archiv. Biochem. Biophys., 388, 225-230, 2001.

357. Sawada, N., Ito, M., Ishida, H., and Kiso, M. : The first synthesis of glycan parts of

lactoganglio- and neolactoganglio-series gangliosides. Tetrahedron Lett., 42, 1745-1747,2001.

356. Komba, S., Yamaguchi, M., Ishida, H., and Kiso, M. : 6-O-Sulfo de-N-acetylsialyl Lewis xas a novel high-affinity ligand for human L-selectin: total synthesis and structuralcharacterization. Biol. Chem., 382, 233-240, 2001.

355. Ito, T., Suzuki, Y., Suzuki, T., Takada, A., Horimoto, T., Wells, K., Kida, H., Otsuki, K.,Kiso, M., Ishida, H. and Kawaoka, Y. : Recognition of N-glycolylneuraminic acid linked togalactose by the α2,3 linkage is associated with the intestinal replication of influenza A virus

in ducks. J. Virol., 74, 9300-9305, 2000.

354. Suzuki, Y., Ito, T., Suzuki, T., Holland, R. E., Chambers, T. M., Kiso, M., Ishida, H. and

Kawaoka, Y. : Sialic acid species as a determinant of the host range of influenza A viruses. J.Virol., 74, 11825-11831, 2000.

353. Matsuura, K., Kitakouji, H., Sawada, N., Ishida, H., Kiso, M., Kitajima, K., and Kobayashi,K. : A quantitative estimation of carbohydrate-carbohydrate interaction using clusteredoligosaccharides of glycolipid monoalayers and of arifical glycocomjugate polymers by

surface plasmon resonance. J. Am. Chem. Soc., 122, 7406-7407, 2000.

352. Hubi, U., Ishida, H., Kiso, M., Hasegawa, A., and Schauer, R. : Studies on the specificity and

sensitivity of the influeneza C virus binding assayfor 9-O-acetylated sialic acids and itsapplication to human melanomas. J. Biochem., 127, 1021-1031, 2000.

351. Otsubo, N., Ishida, H., and Kiso, M. : The first, highly efficient synthesis of spacer-armed O-glycans on GlyCAM-1 and PSGL-1: the counter-receptors for L- and P-selectin. TetrahedronLett., 41, 3879-3882, 2000.

350. Okajima, T., Chen, H.-H., Ito, H., Kiso, M., Tai, T., Furukawa, K., Urano, T., and Furukawa,K. : Molecular cloning and expression of mouse GD1α/GT1aα/GQ1bα synthase

(ST6GalNAc VI) gene. J. Biol. Chem., 275, 6717-6723, 2000.

349. Tanahashi, E., Fukunaga, K., Ozawa, Y., Toyoda, T., Ishida, H., and Kiso, M. : Synthesis ofsialyl-α-(2→3)-neolactotetraose derivatives containing different sialic acids: molecular

probes for elucidation of substrate specificity of human α1,3-fucosyltransferases. J.

Carbohydr. Chem., 19, 747-768, 2000.

348. Fukunaga, K., Shinoda, K., Ishida, H., and Kiso, M. : Systematic synthesis of sulfated sialyl-α(2-3)-neolactotetraose derivatives and their acceptor specificity for a α1,3-

fucosyltransferase (Fuc-TVII) involved in the biosynthesis of L-selectin ligand. Carbohydr.

Res., 328, 85-94, 2000.

347. Collins, B. E., Ito, H., Sawada, N., Ishida, H., Kiso, M., and Schnaar, R. L. : Enhanced

binding of the neural siglecs, myelin-associated glycoprotein and schwann cell myelinprotein, to Chol-1 (α-series) gangliosides and novel sulfated Chol-1 analogs. J. Biol. Chem.,

274, 37637-37643, 1999.

346. Masuda, H., Suzuki, T., Sugiyama, Y., Horiike, G., Murakami, K., Miyamoto, D., Hidari, K.,

Ito, T., Kida, H., Kiso, M., Fukunaga, K., Ohuchi, M., Toyoda, T., Ishihara, A., Kawaoka, Y.,and Suzuki, Y. : Substitution of amino acid residue in influenza A virus hemagglutinin

affects recognition of sialyl-oligosaccharides containing N-glycolylneuraminic acid., FEBSLett., 464, 71-74, 1999.

345. Matsuura, M., Kiso, M., and Hasegawa, A. : Activity of monosaccharide lipid A analogues inhuman monocytic cells as agonists or antagonists of bacterial lipopolysaccharide. Infect.

Immun., 67, 6286-6292, 1999.

344. Okajima, T., Fukumoto, S., Ito, H., Kiso, M., Hirabayashi, Y., Urano, T., Furukawa, K., and

Furukawa, K. : Molecular cloning of brain-specific GD1a synthase (ST6GalNAc V)containing CAG/glutamine repeats. J. Biol. Chem., 274, 30557-30562, 1999.

343. Pavlova, N. V., Yuziuk, J. A., Nakagawa, H., Kiso, M., Li, S.-C., and Li, Y.-T. : 2-Keto-3-deoxy-D-glycero-D-galacto-nonoic acid (KDN)- and N-acetylneuraminic acid-cleavingsialidase (KDN-sialodase) and KDN-cleaving hydrolase (KDNase) from the hepatopancreas

of oyster, crassostrea virginica. J. Biol. Chem., 274, 31974-31980, 1999.

342. Odaka, M., Yuki, N., Yoshino, H., Kiso, M., Ishida, H., and Hirata, K. : Antibodies to GD1αand GQ1β in Guillain-barré syndorome and the related disorders. J. Neurolog. Sci., 165, 126-

132, 1999.

341. Sawada, N., Ishida, H., Collins, B. E., Schnaar, R. L., and Kiso, M. : Ganglioside GD1αanalogues as high-affinity ligands for myelin-associated glycoprotein (MAG). Carbohydr.

Res., 316, 1-5, 1999.

340. Galustian, C., Lubineau, A., Narvor, C., Kiso, M., Brown, G., and Feizi, T. : L-selectin

interractions with novel mono- and multisulfated lewisx sequences in comparison with thepotent ligand 3'-sulfated lewisa. J. Biol. Chem., 274, 18213-18217, 1999.

339. Okajima, T., Fukumoto, S., Miyazaki, H., Ishida, H., Kiso, M., Furukawa, K., Urano, T., andFurukawa, K. : Molecular cloning of a novel α2,3-sialyltransferase (ST3Gal VI) that

sialylates type II lactosamine structures on glycoproteins an glycolipids. J. Biol. Chem., 274,11479-11486, 1999.

338. Li, Y.-T., Li, S.-C., Hasegawa, A., Ishida, H., Kiso, M., Bernardi, A., Brocca, P., Raimondi,L., and Sonnino, S. : Structural basis for the resistance of Tay-sachs ganglioside GM2 toenzymatic degradation. J. Biol. Chem., 274, 10014-10018, 1999.

337. Komba, S., Galustian, C., Ishida, H., Feizi, T., Kannagi, R., and Kiso, M. : First totalsynthesis of 6-sulfo de-N-acetyl-sialyl Lewis x ganglioside: a superior ligand for human L-

selectin. Angew. Chem. Int. Ed. Engl, 38, 1131-1133, 1999.

336. Ando, H., Ishida, H., and Kiso, M. : Efficient assembly of α-linked tetrameric

sialoglycosides coupled with galactose and lactose. J. Carbohydr. Chem., 18(5), 603-607,1999.

335. Zhang, X., Kamiya, T., Otsubo, N., Ishida, H., and Kiso, M. : Chemoenzymatic synthesis ofganglioside GM4 analogs as potential immunosuppressive agents. J. Carbohydr. Chem.,

18(2), 225-239, 1999.

334. Mitsuoka, C., Ohmori, K., Kimura, N., Kanamori, A., Komba, S., Ishida, H., Kiso, M., and

Kannagi, R. : Regulation of selectin binding activity by cyclization of sialic acid moiety ofcarbohydrate ligands on human leukocytes. Proc. Natl. Acad. Sci. USA, 96, 1597-1602,1999.

333. Ito, H., Ishida, H., Waki, H., Ando, S., and Kiso, M. : Total synthesis of a cholinergicneuron-specific ganglioside GT1aα, a high affinity ligand for myelin-associated glycoprotein

(MAG). Glycoconjugate J., 16, 585-598, 1999.

332. Shinoda, K., Tanahashi, E., Fukunaga, K., Ishida, H., and Kiso, M. : Detailed acceptor

specificities of human α1,3-fucosyltransferases, Fuc-TVII and Fuc-TVI. Glycoconjugate J.,

15, 969-974, 1998.

331. Kiyoi, T., Inoue, Y., Ohmoto, H., Yoshida, M., Kiso, M., and Kondo, H. : Synthesis of sialylLewis X pentasaccharide analogue for high-throughput screening of selectin blockers.Bioorg. Med. Chem., 6, 587-593, 1998.

330. Funatogawa, K., Matsuura, M., Nakano, M., Kiso, M., and Hasegawa, A. : Relationship ofstructure and bioligical activity of monosaccharide lipid A analogues to induction of nitric

oxide production by murine macrophage RAW 264.7 cells. Infect. Immun., 66, 5792-5798,1998.

329. Strenge, K., Schauer, R., Bovin, N., Hasegawa, A., Ishida, H., Kiso, M., and Kelm, S. :Glycan specificity of myelin-associated glycoprotein and sialoadhesin deduced frominteractions with synthetic oligosaccharides. Eur. J. Biochem., 258, 677-685, 1998.

328. Matsuura, K., Kitakouji, H., Tsuchida, A., Sawada, N., Ishida, H., Kiso, M., and Kobayashi,K. : Carbohydrate-carbohydrate interaction between glycolipids and glycoconjugate

polystyrenes at the air-water interface. Chem. Lett., 1293-1294, 1998.

327. Sato, K., Hanagata, G., Kiso, M., Hasegawa, A., and Suzuki, Y. : Specificity of the N1 and

N2 sialidase subtypes of human influenza A virus for natural and synthetic ganglioside.Glycobiology, 8, 527-532, 1998.

326. Makimura, Y., Ishida, H., Kondo, A., Hasegawa, A., and Kiso, M. : Regioselective α(2-3)-

sialylation of Lex and Lea by sialidase-catalyzed transglycosylation. J. Carbohydr. Chem.,17(6), 975-979, 1998.

325. Adachi, K., Yamada, Y., Wada, H., Kameyama, A., Ishida, H., and Kiso, M. : Synthesis ofsialyl Lewis X ganglioside analogs containing a variable length spacer between the sugar andlipophilic moieties. J. Carbohydr. Chem., 17(4&5), 595-607, 1998.

324. Terada, T., Simada, H., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of KDN-Lewis Xganglioside analogs containing modified reducing terminal and L-phamnose in place of L-

fucose. J. Carbohydr. Chem., 17(4&5), 519-534, 1998.

323. Kartha, K. P. R., Kiso, M., Hasegawa, A., and Jennings, H. J. : Novel selectivity in

carbohydrate reactions III. Selective deprotection of p-methoxybenzyl (PMBn) ethers ofcarbohydrates by tin(IV)chloride. J. Carbohydr. Chem., 17(4&5), 811-817, 1998.

322. Otsubo, N., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of sialyl Lex gangliosideanalogues modified at C-6 of the galactose residue to elucidate the mechanism of selectinrecognition. Carbohydr. Res., 306, 517-530, 1998.

321. Mulligan, M. S., Warner, R. L., Lowe, J. B., Smith, P. L., Suzuki, Y., Kiso, M., Hasegawa, A.,and Ward, P. A. : In vitro and in vivo selectin-blocking activities of sulfated lipids andsulfated sialyl compounds. Int. J. Immunopharmac., 10, 569-575, 1998.

320. Tokuda, A., Ariga, T., Isogai, Y., Komba, S., Kiso, M., Hasegawa, A., Tai, T., and Yu, R.K. : On the specificity of anti-sulfoglucoronosyl glycolipid antibodies. J. Carbohydr. Chem.,

17, 535-546, 1998.

319. Kumamoto, K., Mitsuoka, C., Izawa, M., Kimura, N., Otsubo, N., Ishida, H., Kiso, M.,

Yamada, T., Hirohashi, S., and Kannagi, R. : Specific detection of sialyl Lewis x determinantcarried on the mucin GlcNAcβ1-6GalNAcα core structure as a tumor-associated antigen.

Biochem. Biophys. Res. Commun., 247, 514-517, 1998.

318. Ikami, T., Tomiya, N., Morimoto, T., Iwata, N., Yamashita, R., Jomori, T., Usui, T., Suzuki,

Y., Tanaka, H., Miyamoto, D., Ishida, H., Hasegawa, A., and Kiso, M. : Synthetic studies onselectin ligands/inhibitors: Synthesis and biological activity of the sulfated andphosphorylated multivalent β-D-galactopyranosides containing fatty alkyl residues. J.

Carbohydr. Chem., 17, 499-518, 1998.

317. Hata, K., Wada, T., Hasegawa, A., Kiso, M., and Miyagi, T. : Purification andcharacterization of a membrane-associated ganglioside sialidase from bovine brain. J.Biochem., 123, 899-905, 1998.

316. Mitsuoka, C., Sawada-Kasugai, M., Ando-Furui, K., Izawa, M., Nakanishi, H., Nakamura, S.,Ishida, H., Kiso, M., and Kannagi, R. : Identification of a major carbohydrate capping group

of the L-selectin ligand on high endothelial venules in human lymph nodes as 6-sulfo sialylLewis X. J. Biol. Chem., 273, 11225-11233, 1998.

315. Ikami, T., Tsuruta, N., Inagaki, H., Kakigami, T., Matsumoto, Y., Tomiya, N., Jomori, T.,Usui, T., Suzuki, Y., Tanaka, H., Miyamoto, D., Ishida, H., Hasegawa, A., and Kiso, M. :Synthetic studies on selectin ligands/inhibitors. Synthesis and biological evaluation of

sulfated and phosphorylated β-D-galacto- and lactopyranosides containing fatty-alkyl

residues of different carbon chain lengths. Chem. Pharm. Bull, 46(5), 797-806, 1998.

314. Ikami, T., Kakigami, T., Baba, K., Hamajima, H., Jomori, T., Usui, T., Suzuki, Y., Tanaka,H., Ishida, H., Hasegawa, A., and Kiso, M. : Synthetic studies on selectin ligands/inhibitors:

Synthesis and inhibitory activity of 2-O-fucosyl sulfatides containing 2-branched fatty alkylresidues in place of ceramide. J. Carbohydr. Chem., 17(3), 453-470, 1998.

313. Furui, H., Inakuma, T., Ishiguro, Y., and Kiso, M. : Tomatine content in host and transgenic

tomatoes by absorptiometric measurement. Biosci. Biotech. Biochem., 62(3), 556-557, 1998.

312. Baba, K., Iwata, N., Hamajima, H., Ikami, T., Ishida, H., Hasegawa, A., and Kiso, M. : A

convenient and efficient synthesis of sialyl lewis X. Biosci. Biotech. Biochem., 62, 590-592,1998.

311. Ito, H., Ishida, H., Kiso, M., and Hasegawa, A. : First total synthesis of ganglioside GT1aα.

Carbohydr. Res., 306, 579-585, 1998.

310. Galustian, C., Lawson, A. M., Komba, S., Ishida, H., Kiso, M., and Feizi, T. : Sialyl-Lewisxsequence 6-O-sulfated at N-acetylglucosamine rather than at galactose is the preferred ligand

for L-selectin and de-N-acetylation of the sialic acid enhances the binding strength. Biochem.Biophys. Res. Commun., 240, 748-751, 1997.

309. Tanahashi, E., Murase, K., Shibuya, M., Igarashi, Y., Ishida, H., Hasegawa, A., and Kiso,M. : Synthetic studies on selectin ligands/inhibitors: a systematic synthesis of sulfatide andits higher congeners carrying 2-(tetradecyl)hexadecyl group as a ceramide substitute. J.

Carbohydr. Chem., 16(6), 831-858, 1997.

308. Ikami, T., Tomiya, N., Morimoto, T., Iwata, N., Jomori, T., Usui, T., Suzuki, Y., Tanaka, H.,Miyamoto, D., Ishida, H., Hasegawa, A., and Kiso, M. : Synthesis and biological activity of

the novel sulfated and phosphorylated bivalent β-D-galactopyranosides containing fatty-alkyl

residues. Chem. Pharm. Bull, 45(10), 1726-1728, 1997.

307. Collins, B. E., Kiso, M., Hasegawa, A., Tropak, M. B., Roder, J. C., Crocker, P. R., andSchnaar, R. L. : Binding specificites of the sialoadhesin family of I-type lectins. J. Biol.Chem., 272, 16889-16895, 1997.

306. Ishida, H., Hosokawa, H., Kondo, H., Kiso, M., and Hasegawa, A. : Synthesis of the 3'-C-carboxymethyl Lewis X derivative: a novel selectin blocker. Carbohydr. Res., 303, 131-133,

1997.

305. Ishida, H., Ito, Y., Tanahashi, E., Li, Y.-T., Kiso, M., and Hasegawa, A. : Synthesis of 6'-

GM2, a regio-isomer of Ganglioside GM2, for studying the mechanism of action of GM2activatior. Carbohydr. Res., 302, 223-227, 1997.

304. Ishida, H., Sago, S., Ikami, T., Kiso, M., and Hasegawa, A. : Synthesis of 2-fucosyl sulfatide,a blocker of L- and P-selectin. Biosci. Biotech. Biochem., 61(9), 1615-1616, 1997.

303. Ikami, T., Hamajima, H., Usui, T., Mitani, T., Ishida, H., Kiso, M., and Hasegawa, A. :

Synthetic studies on selectin ligands/inhibitors: One-pot synthesis of the mono- and oligo-sulfated 2-(tetradecyl)hexadecyl β-D-galacto- and lactopyranosides as the sulfatide mimetics.

J. Carbohydr. Chem., 16, 859-875, 1997.

302. Ishida, H.-K., Ando, H., Ito, H., Ishida, H., Kiso, M., and Hasegawa, A. : Total synthesis of

gangliosides GD1c and GT1a. J. Carbohydr. Chem., 16, 413-428, 1997.

301. Ando, H., Ishida, H., Kiso, M., and Hasegawa, A. : A synthetic approach to c-series

gangliosides containing sialyl-α(2-8)sialyl-α(2-8)sialic acid: synthesis of ganglioside GT4,

α(2-6)GT4 and GT3. Carbohydr. Res., 300, 207-217, 1997.

300. Galustian, C., Childs, R., Yuen, C.-T., Hasegawa, A., Kiso, M., Lubineau, A., Shaw, G., andFeizi, T. : Valency dependent patterns of binding of human L-selectin toward sialyl and

sulfated oligosaccharidesof Lea and Lex types: Relevance to anti-adhesion therapeutics.Biochemistry, 36, 5260-5266, 1997.

299. Yoshino, K., Ohmoto, H., Kondo, N., Tshujishita, H., Hiramatsu, Y., Inoue, Y., Kondo, H.,

Ishida, H., Kiso, M., and Hasegawa, A. : Studies on selectin blockers. 4. Structure-functionrelationships of sulfated sialyl Lewis X hexasaccharide ceramides toward E-, P-, and L-

selectin binding. J. Med. Chem., 40, 455-462, 1997.

298. Tsujishita, H., Hiramatsu, Y., Kondo, N., Ohmoto, H., Kondo, H., Kiso, M., and Hasegawa,

A. : Selectin-ligand interactions revealed by molecular dynamics simulation in solution. J.Med. Chem., 40, 362-369, 1997.

297. Oku, N., Koike, C., Tokudome, Y., Okada, S., Nishikawa, N., Tsukada, H., Kiso, M.,Hasegawa, A., Fujii, H., Murata, J., and Saiki, I. : Application of liposomes for cancermetastasis. Advanced Drug Delivery Reviews, 24, 215-223, 1997.

296. Mitsuoka, C., Kawakami-Kimura, N., Kasugai-Sawada, M., Hiraiwa, N., Toda, K., Ishida, H.,Kiso, M., Hasegawa, A., and Kannagi, R. : Sulfated sialyl Lewis X, the putative L-selectin

ligand, detected on endothelial cells of high endothelial venules by a distinct set of anti-sialylLewis X antibodies. Biochem. Biophys. Res. Commun., 230, 546-551, 1997.

295. Collins, B. E., Yang, L. J.-S., Mukhopadhyay, G., Filbin, M. T., Kiso, M., Hasegawa, A., andSchnaar, R. L. : Sialic acid specificity of myelin-associated glycoprotein binding. J. Biol.Chem., 272, 1248-1255, 1997.

294. Isogai, Y., Ishida, H., Kiso, M., and Hasegawa, A. : Total synthesis of sulfated glycuronyllactosaminyl paraglobosides. J. Carbohydr. Chem., 15, 1119-1137, 1996.

293. Makimura, Y., Ishida, H., Kiso, M., and Hasegawa, A. : Synthetic studies on tumor-associated antigents: efficient syntheses of Lea and sialyl-Lea oligosaccharides, and their

deaminated analogs. J. Carbohydr. Chem., 15, 1097-1118, 1996.

292. Konno, A., Nunogami, K., Wada, T., Yachie, A., Suzuki, Y., Takahashi, N., Suzuki, T.,

Miyamoto, D., Kiso, M., Hasegawa, A., and Miyawaki, T. : Inhibitory action of sulfatide, aputative ligand for L-selectin, on B cell proliferation and lg production. InternationalImmunology, 8, 1905-1913, 1996.

291. Komba, S., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis and biological activities ofthree sulfated sialyl Lex ganglioside analogues for clarifying the real carbohydrate ligand

structure of L-selectin. Bioorg. Med. Chem., 4, 1833-1847, 1996.

290. Isogai, Y., Kawase, T., Ishida, H., Kiso, M., and Hasegawa, A. : Total synthesis of sulfated

glucuronyl paraglobosides. J. Carbohydr. Chem., 15, 1001-1023, 1996.

289. Suzuki, T., Sometani, A., Yamazaki, Y., Horiike, G., Mizutani, Y., Masuda, H., Yamada, M.,Tahara, H., Xu, G., Miyamoto, D., Oku, N., Okada, S., Kiso, M., Hasegawa, A., Ito, T.,

Kawaoka, Y., and Suzuki, Y. : Sulphatide binds to human and animal influenza A viruses,and inhibits the viral infection. Biochem. J, 318, 389-393, 1996.

288. Hasegawa, A., Suzuki, N., Kozawa, F., Ishida, H., and Kiso, M. : Synthesis of gangliosideGM3 and KDN-GM3 containing different carbon-chain length fatty acyl groups at theceramide residue. J. Carbohydr. Chem., 15(5), 639-648, 1996.

287. Hasegawa, A., Suzuki, N., Ishida, H., and Kiso, M. : Synthesis of ganglioside GM3 and GM4analogs containing 2- or 3-branched fatty-alkyl residues in place of ceramide. J. Carbohydr.

Chem., 15(5), 623-637, 1996.

286. Dinh, Q., Weng, N.-P., Kiso, M., Ishida, H., Hasegawa, A., and Marcus, D. : High affinity

antibodies against Lex and sialyl Lex from a phage display library. J. Immunology, 732-738,1996.

285. Yoshida, M., Kawakami, Y., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of sialyllewis x ganglioside analogs containing a variety of anionic substituents in place of sialic acid.J. Carbohydr. Chem., 15 (4), 399-418, 1996.

284. Kiyoi, T., Nakai, Y., Kondo, H., Ishida, H., Kiso, M., and Hasegawa, A. : A highly practicalsynthesis of the sialyl lewis X pentasaccharide and an investigation of Binding to E-, P-, and

L-selectins. Bioorg. Med. Chem., 4, 1167-1176, 1996.

283. Komba, S., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of deoxygalactose-containing

sialyl Lex ganglioside analogues to elucidate the structure necessary for selectin recognition.Glycoconjugate J., 13, 241-254, 1996.

282. Yuziuk, J. A., Nakagawa, H., Hasegawa, A., Kiso, M., Li, S.-C., and Li, Y.-T. : Two differentsialidases, KDN-sialidase and regular sialidase in the starfish asterina pectinifera. Biochem. J,315, 1041-1048, 1996.

281. Komba, S., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of sialyl Lex gangliosideanalogues sulfated at C-6 of either the galactose or N-acetylglucosamine residues, and at

both of the galactose and N-acetylglucosamine residues: probes for clarifying the realcarbohydrate ligand of L-selectin. Carbohydr. Res., 285, C1-C8, 1996.

280. Wada, Y., Saito, T., Matsuda, N., Ohmoto, H., Yoshino, K., Ohashi, M., Kondo, H., Ishida,H., Kiso, M., and Hasegawa, A. : Studies on selectin blokers. 2. Novel selectin bloker as

potential therapeutics for inflammatory disorders. J. Med. Chem., 39, 2055-2059, 1996.

279. Ishida, H., Miyawaki, R., Kiso, M., and Hasegawa, A. : Systematic synthesis of α-sialyl-(2-

3)- and -(2-6)-isoglobopentaosylceramide (V3Neu5AciGb5Cer and V6Neu5AciGb5Cer).

Carbohydr. Res., 284, 179-190, 1996.

278. Ohmoto, H., Nakamura, K., Inoue, T., Kondo, N., Inoue, Y., Yoshino, K., Kondo, H., Ishida,

H., Kiso, M., and Hasegawa, A. : Studies on selectin blocker. 1. Structure-activityrelationships of sialyl Lewis x analogs. J. Med. Chem, 39, 1339-1343, 1996.

277. Ishida, H., Miyawaki, R., Kiso, M., and Hasegawa, A. : First total synthesis of sialylglobopentaosyl ceramide (V3Neu5AcGb5Cer) and its positional isomer (V6Neu5AcGb5Cer).J. Carbohydr. Chem., 15, 163-182, 1996.

276. Yoshida, M., Suzuki, T., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of positionalisomers of sialyl Lewis X epitope containing 1-deoxy-D-glucose in place of N-

acetylglucosamine, and their inhibitory activity to selectin-mediated adhesion. J. Carbohydr.Chem., 15(2), 147-162, 1996.

275. Saiki, I., Koike, C., Obata, A., Fujii, H., Murata, J., Kiso, M., Hasegawa, A., Komazawa, H.,Tsukada, H., Azuma, I., Okada, S., and Oku, N. : Functional role of sialyl lewis x andfibronectin-derived rds peptide analogue on tumo-cell arrest in lungs followed byextravasation. Int. J. Cancer, 65, 833-839, 1996.

274. J.-S. Yang, L., B. Zeller, C., L. Shaper, N., Kiso, M., Hasegawa, A., Shapiro, R. E., andSchnaar, R. L. : Gangliosides are neuronal ligands for myelin-associated glycoprotein. Proc.

Natl. Acad. Sci. USA, 93, 814-818, 1996.

273. Kiso, M., Furui, H., Ishida, H., and Hasegawa, A. : Synthesis of sialyl-Lewis X and sialyl-

Lewis A epitope analogs containing 2-acetamido derivative of N-methyl-1-deoxynojirimycin.J. Carbohydr. Chem., 15, 1-14, 1996.

272. Ehara, T., Kameyama, A., Yamada, Y., Ishida, H., Kiso, M., and Hasegawa, A. : Totalsynthesis of VIM-2 ganglioside isolated from human chronic myelogenous leukemia cells.Carbohydr. Res., 281, 237-252, 1996.

271. Yoshida, M., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of N-acetyl-4,8-dideoxyneuraminic acid-containing ganglioside GM3. Carbohydr. Res., 280, 331-338, 1996.

270. Hotta, K., Kawase, T., Ishida, H., Kiso, M., and Hasegawa, A. : A total synthesis of β-series

ganglioside GQ1b. J. Carbohydr. Chem., 14, 961-975, 1995.

269. Hasegawa, A., Kato, M., Ando, T., Ishida, H., and Kiso, M. : Synthesis of sialyl Lewis Xganglioside analogues containing modified L-fucose residues. Carbohydr. Res., 274, 165-181,1995.

268. Hasegawa, A., Kato, M., Ando, T., Ishida, H., and Kiso, M. : Synthesis of the methylthioglycosides of four stereoisomers and the 2-methoxy derivative of L-fucose. Carbohydr.

Res., 274, 155-163, 1995.

267. Ishida, H., Fujishima, Y., Ogawa, Y., Kumazawa, Y., Kiso, M., and Hasegawa, A. : Synthesis

and mitogenic activity of nonreducing-sugar subunit analogs of bacterial lipid A composedonly of 3-hydroxytetradecanoic acid and its homologs. Biosci. Biotech. Biochem., 59, 1790-1792, 1995.

266. Kiso, M., Ando, K., Inagaki, H., Ishida, H., and Hasegawa, A. : Synthetic and structural

studies of α-sialyl-(2-6) and α-sialyl-(2-3) 1-deoxynojirimycin derivatives potentially useful

for biomedical applications. Carbohydr. Res., 272, 159-178, 1995.

265. Terada, T., Toyoda, T., Ishida, H., Kiso, M., and Hasegawa, A. : synthesis of KDN-gangliosides GM1, GM2, and GD1a. J. Carbohydr. Chem., 14(6), 769-790, 1995.

264. Terada, T., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of KDN-α-(2-6)-

lactotetraosylceramide and KDN-α-(2-6)-neolactotetraosylceramide. J. Carbohydr. Chem.,

14(6), 751-768, 1995.

263. Ladisch, S., Hasegawa, A., Li, R., and Kiso, M. : Immunosuppressive activity of chemicallysynthesized gangliosides. Biochemistry, 34, 1197-1202, 1995.

262. Kameyama, A., Ehara, T., Yamada, Y., Ishida, H., Kiso, M., and Hasegawa, A. : A totalsynthesis of sialyl dimeric Lex ganglioside. J. Carbohydr. Chem., 14, 507-523, 1995.

261. Hotta, K., Ishida, H., Kiso, M., and Hasegawa, A. : First total synthesis of a cholinergic

neuron-specific ganglioside GQ1bα. J. Carbohydr. Chem., 14, 491-506, 1995.

260. Mulligan, M. S., Miyasaka, M., Suzuki, Y., Kawashima, H., Iizuka, M., Hasegawa, A., Kiso,

M., Warner, R. L., and Ward, P. A. : Anti-inflammatory effects of sulfatides in selectin-dependent acute lung injury. Int. J. Immunopharmac., 7, 1107-1113, 1995.

259. Hasegawa, A., Uchimura, A., Ishida, H., and Kiso, M. : Synthesis of a sialyl Lewis X

ganglioside analogue containing N-glycolyl in place of the N-acetyl group in the N-acetylneuraminic acid residue. Biosci. Biotech. Biochem., 59, 1091-1094, 1995.

258. Maeda, H., Ito, K., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of sulfo-,pohosphono- and sialyl-Lewis X analogs containing the 1-deoxy- and 1,2-

dideoxyhexopyranoses in place of N-acetylglucosamine. J. Carbohydr. Chem., 14, 387-406,1995.

257. Maeda, H., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of sulfo- and sialyl-Lewis Xepitope analogs containing the 1-deoxy-N-acetylglucosamine in place of N-acetylglucosamine residue. J. Carbohydr. Chem., 14, 369-385, 1995.

256. Hasegawa, A., Ito, K., Ishida, H., and Kiso, M. : Synthesis of sialyl and sulfo Lewis Xanalogs containing a ceramide or 2-(tetradecyl)hexadecyl residue. J. Carbohydr. Chem., 14,

353-368, 1995.

255. Matsuura, M., Shimada, S.-I., Kiso, M., Hasegawa, M., and Nakano, M. : Expression of

endotoxic activities by synthetic monosaccharide lipid A analogs with alkyl-branched acylsubstituents. Infect. Immun., 63, 1446-1451, 1995.

254. Xu, G., Suzuki, T., Maejima, Y., Mizoguchi, T., Tsuchiya, M., Kiso, M., Hasegawa, A., andSuzuki, Y. : Sialidase of swine influenza A virus: variation of the recognition specificities forsialyl linkages and for the molecular species of sialic acid with the year of isolation.

Glycoconjugate J., 12, 156-161, 1995.

253. Hotta, K., Ito, K., Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. : Stereocontrolled

synthesis of positional isomers of tumor-associated ganglioside antigens, sialyl Lewis x andsialyl paragloboside. J. Carbohydr. Chem., 14, 115-133, 1995.

252. Ishida, H.-K., Ishida, H., Kiso, M., and Hasegawa, A. : Total synthesis of ganglioside GQ1band the related polysialogangliosides. Tetrahedron: Asymmetry, 5, 2493-2512, 1994.

251. Kiso, M., Furui, H., Ando, K., Ishida, H., and Hasegawa, A. : Systematic synthesis of N-methyl-1-deoxynojirimycin-containing, Lex, Lea, sialyl-Lex and sialyl-Lea epitopes recognizedby selectins. Bioorg. Med. Chem., 2, 1295-1308, 1994.

250. Ozawa, K., Yamagata, Y., Satomura, S., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesisof 65- and / or 45-O-glycosyl p-nitrophenyl α-maltopentaoside derivatives for the differential

assay of human α-amylases. Carbohydr. Res., 262, 137-145, 1994.

249. Yoneda, J., Saiki, I., Kobayashi, H., Fujii, H., Ishizaki, Y., Kato, I., Kiso, M., Hasegawa, A.,and Azuma, I. : Inhibitory effect of recombinant fibronectin polypeptides on the adhesion of

liver-matastatic lymphoma cells to hepatic sinusoidal endothelial cells and tumor invasion.Jpn. J. Cancer Res., 85, 723-734, 1994.

248. Ladisch, S., Hasegawa, A., Li, R., and Kiso, M. : A chemically synthesized sialic acid-containing glycoconjugate, 2-(tetradecylhexadecyl)-O-(5-acetamido-3,5-dideoxy-D-glycero-

α-D-galacto-2-nonulopyranosylonic acid)-(2-3)-O-β-D-galactopyranosyl-(1-4)-β-D-

glucopyranoside, is a potent inhibitor of cellular immune responses. Biochem. Biophys. Res.Commun., 203, 1102-1109, 1994.

247. Hotta, K., Komba, S., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of α-series

ganglioside GM1α. J. Carbohydr. Chem., 13, 665-677, 1994.

246. Ishida, H.-K., Ishida, H., Kiso, M., and Hasegawa, A. : α-Stereocontrolled, glycoside

synthesis of trimeric sialic acid with galactose and lactose and derivatives. J. Carbohydr.Chem., 13, 655-664, 1994.

245. Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. : Total synthesis of tumor-associatedganglioside, sialyl-Lea . J. Carbohydr. Chem., 13, 641-654, 1994.

244. Chou, M., Li, S., Kiso, M., Hasegawa, A., and Li, Y. : Purification and characterization ofsialidase L, a NeuAcα2-3Gal-specific sialidase. J. Biol. Chem., 269, 18821-18826, 1994.

243. Ishida, H.-K., Ishida, H., Kiso, M., and Hasegawa, A. : Total synthesis of ganglioside GQ1b.Carbohydr. Res., 260, c1-c6, 1994.

242. Matsuura, M., Kiso, M., Hasegawa, A., and Nakano, M. : Multistep regulation mechanismsfor tolerance induction to lipopolysaccharide lethality in the tumor-necrosis-factor-α-

mediated pathway. Eur. J. Biochem., 221, 335-341, 1994.

241. Terada, T., Kiso, M., and Hasegawa, A. : Synthesis of KDN-lactotetraosylceramide, KDN-

neolactotetraosylceramide, and KDN-Lewis X ganglioside. Carbohydr. Res., 259, 201-218,1994.

240. Kondo, A., Ando, K., Ishida, H., Kato, I., Hasegawa, A., and Kiso, M. : An efficientstructural analysis of N-methyl-1-deoxynojirimycin-containing sialo-oligosaccharides byion-spray mass spectrometry and the mechanism of palladium catalyzed N-methylation inmethanol. J. Carbohydr. Chem., 13, 545-554, 1994.

239. Ogawa, Y., Wakida, M., Ishida, H., Kiso, M., and Hasegawa, A. : Syntheses of novelnonreducing-sugar subunit analogs of lipid a carrying 2-acyloxytetradecanoyl and 2-

hydroxyacyl groups of different carbon chain length. J. Carbohydr. Chem., 13, 433-446,1994.

238. Hasegawa, A., Ando, T., Kato, M., Ishida, H. and Kiso, M. : Synthesis of deoxy-L-fucose-containing sialy Lewis X ganglioside analogues. Carbohydr. Res., 257, 67-80, 1994.

237. Hasegawa, A., Ando, T., Kato, M., Ishida, H., and Kiso, M. : Synthesis of the methylthioglycosides of 2-, 3-, and 4-deoxy-L-fucose. Carbohydr. Res., 257, 55-65, 1994.

236. Hotta, K., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of I-active ganglioside analog.J. Carbohydr. Chem., 13, 175-191, 1994.

235. Kiso, M., Katagiri, H., Furui, H., Ando, K., Ishida, H., and Hasegawa, A. : Synthesis of novelN-methyl-1-deoxynojirimycin-containing sialo-oligosaccharides related to ganglioside GM3active as a biosignal mediator. J. Carbohydr. Chem., 13, 175-191, 1994.

234. Xu, G., Suzuki, T., Tahara, H., Kiso, M., Hasegawa, A., and Suzuki, Y. : Specificity ofsialyl-sugar chain mediated recognition by the hemagglutinin of human influenza B virus

isolates. J. Biochem., 115, 202-207, 1994.

233. Yuen, Ç., Bezouska, K., O'Brien, J., Stoll, M., Lemonie, R., Lubineau, A., Kiso, M.,

Hasegawa, A., Bockovich, J., C.Nicolaou, K. C., and Feizi, T. : Sulfated blood group LewisA. J. Biol. Chem., 269, 1595-1598, 1994.

232. Ishida, H. K., Ohta, Y., Tsukada, Y., Isogai, Y., Ishida, H., Kiso, M., and Hasegawa, A. : Afacile total synthesis of ganglioside GD2. Carbohydr. Res., 252, 283-290, 1994.

231. Hasegawa, A., Ishida, H. K., Isogai, Y., Ishida, H., and Kiso, M. : Total synthesis ofganglioside GD2. J. Carbohydr. Chem., 12, 1217-1222, 1993.

230. Hasegawa, A., Fushimi, K., Ishida, H., and Kiso, M. : Synthesis of sialyl Lewis X analogscontaining azidoalkyl groups at the reducing end. J. Carbohydr. Chem., 12, 1203-1216,1993.

229. Brandley, B. K., Kiso, M., Abbas, S., Nikrad, P., Srivasatava, O., Foxall, C., Oda, Y., andHasegawa, A. : Structure-function studies on selectin carbohydrate ligands. Modification to

fucose, sialic acid and sulphate as a sialic acid replacement. Glycobiology, 3, 633-639, 1993.

228. Ikeda, S., Nyets, J., Matsuura, M., Kiso, M., Hasegawa, A., Nishimura, C., and De Clercq,E. : Protective activity of lipid A analogue GLA-60 against murine cytomegalovirus infection

in mice. J. Med. Virology, 40, 222-227, 1993.

227. Ikeda, S., Neyts, J., Matsuura, M., Kiso, M., Hasegawa, A., and De Clerck, E. : Protective

activity of the lipid A analogue GLA-60 against murine cytomegalovirus infection inimmunodeficient mice. J. General Virology, 74, 1399-1403, 1993.

226. Ohmori, K., Takada, A., Ohwaki, I., Takahashi, N., Furukawa, Y., Maeda, M., Kiso, M.,Hasegawa, A., Kannagi, M., and Kannagi, R. : A distinct type of sialyl Lewis X antigendefined by a novel monoclonal antibody is selectively expressed on helper memory T cells.

Blood, 82, 2797-2805, 1993.

225. Ishida, H., Imai, Y., Murase, K., Azuma, I., Kiso, M., and Hasegawa, A. : Synthesis and

immunoadjuvant actvity of1-α-O- and 1-β-S-[(3R)-3-tetradecanoyloxytetradecanoyl]-N-

acetylmuramoyl-L-alanyl-D-isoglutamine methyl esters and related compounds. Biosci.

Biotech. Biochem., 57, 1964-1966, 1993.

224. Ando, T., Ishida, H., Kiso, M., and Hasegawa, A. : Fluorination of methyl 6-deoxy-1-

thiohexopyranosides with diethylaminosulfur trifluoride (DAST), and the formation ofunexpected products. Carbohydr. Res., 249, 275-280, 1993.

223. Hasegawa, A., Ishida, H. K., Nagahama, T., and Kiso, M. : Total synthesis of gangliosides

GM1 and GD1a. J. Carbohydr. Chem., 12, 703-718, 1993.

222. Terada, T., Kiso, M., and Hasegawa, A. : Synthesis of KDN-gangliosides GM4 and GM3. J.

Carbohydr. Chem., 12, 425-440, 1993.

221. Takada, A., Ohmori, K., Yoneda, T., Tsuyuoka, K., Hasegawa, A., Kiso, M., and Kannagi,

R. : Contribution of carbohydrate antigens sialyl Lewis A and sialyl Lewis X to adhesion ofhuman cancer cells to Vascular Endothelium. Cancer Res., 53, 354-361, 1993.

220. Kiso, M., Furui, H., Ando, K., and Hasegawa, A. : Synthesis of 1-deoxynojirimycin-containing oligosaccharides related to the cancer-associated sialyl-Lewis A antigenrecognized by LEC-CAMs (Selectins). J. Carbohydr. Chem., 12, 673-677, 1993.

219. Ishida, H. K., Ohta, Y., Tsukada, Y., Kiso, M., and Hasegawa, A. : A synthetic approach to

polysialogangliosides containing α-sialyl-(2-8)-sialic acid: total synthesis of ganglioside

GD3. Carbohydr. Res., 246, 75-88, 1993.

218. Hasegawa, A., Ishida, H. K., and Kiso, M. : A facile total synthesis of ganglioside GD3. J.Carbohydr. Chem., 12, 371-376, 1993.

217. Yoshida, M., Uchimura, A., Kiso, M., and Hasegawa, A. : Synthesis of chemically modifiedsialic acid-containing sialyl-Le X ganglioside analogues recognized by the selectin family.

Glycoconjugate J., 10, 3-15, 1993.

216. Kotovuori, P., Tontti, E., Pigott, R., Shepherd, M., Kiso, M., Hasegawa, A., Renkonen, R.,

Nortamo, P., Altieri, D. C., and Gahmberg, C. G. : The vascular E-selectin binds to theleukocyte integrins CD11/CD18. Glycobiology, 3, 131-136, 1993.

215. Ogawa, Y., Wakida, M., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of 3-O-(alkyl-branched acyl)-2-deoxy-2-[(3R)-3-hydroxytetradecanamido]-4-O-phosphono-D-glucosederivatives related to bacterial lipid A. Carbohydr. Res., 242, 303-309, 1993.

214. Xu, G., Suzuki, T., Hanagata, G., Deya, E., Kiso, M., Hasegawa, A., and Suzuki, Y. : Drift ofthe sialyl-linkage specific recognition of the sialidase of influenza B virus isolates. J.

Biochem., 113, 304-307, 1993.

213. Ozawa, K., Taki, Y., Ishida, H., Yamagata, Y., Satomura, S., Kiso, M., and Hasegawa, A. :

Systematic synthesis of sulfur-containing p-nitrophenyl α-maltopentaoside derivatives for a

differential assay of human α-amylases. Biosci. Biotech. Biochem., 57, 821-828, 1993.

212. Tanida, N., Onho, N., Adachi, Y., Matsuura, M., Nakano, M., Kiso, M., Hasegawa, A., andYadomae, T. : Binding of lysozyme to synthetic monosaccharide lipid A analogue, GLA-60.

Biol. Pharm. Bull., 16, 288-292, 1993.

211. Suzuki, Y., Toda, Y., Tamatani, T., Watanabe, T., Suzuki, T., Nakao, T., Murase, K., Kiso,

M., Hasegawa, A., Tadano-Aritomi, K., Ishizuka, I., and Miyasaka, M. : Sulfated glycolipidsare ligands for a lymphocyte homing receptor, L-selectin (LECAM-1), binding epitope insulfated sugar chain. Biochem. Biophys. Res. Commun., 190, 426-434, 1993.

210. Hasegawa, A., Nagahama, T., and Kiso, M. : A facile, systematic synthesis of ganglio-seriesgangliosides: Total synthesis of gangliosides GM1 and GD1a. Carbohydr. Res., 235, c13-c17,

1992.

209. Hanada, K., Nishijima, M., Kiso, M., Hasegawa, A., Fujita, S., Ogawa, T., and Akamatsu,

Y. : Sphingolipids are essential for the growth of chinese hamster ovary cells. J. Biol. Chem.,267, 23527-23533, 1992.

208. Larkin, M., Ahern, T. J., Stoll, M. S., Shaffer, M., Sako, D., O'Brien, J., Yuen, C.-T., Lawson,A. M., Childs, R. A., Barone, K. M., Langer-Safer, P. R., Hasegawa, A., Kiso, M., Larsen, G.

R., and Feizi, T. : Spectrum of sialylated and nonsialylated fuco-oligosaccharides bound bythe endothelial-leukocyte adhesion molecule E-selectin. J. Biol. Chem., 267, 13661-13668,1992.

207. Vandekerckhove, F., Schenkman, S., Pontes de Carvalho, L., Tomlinson, S., Kiso, M.,Yoshida, M., Hasegawa, A., and Nussenzweig, V. : Substrate specificity of the trypanosoma

crusi trans-sialidase. Glycobiology, 2, 541-548, 1992.

206. Tanida, N., Ohno, N., Adachi, Y., Matsuura, M., Nakano, M., Kiso, M., Hasegawa, A., and

Yadomae, T. : Modification of immunopharmacological activities of syntheticmonosaccharide lipid A analogue, GLA-60, by lysozyme. J. Biochem., 112, 616-623, 1992.

205. Hasegawa, A., Nagahama, T., Ohki, H., and Kiso, M. : A facile total synthesis of gangliosideGM2. J. Carbohydr. Chem., 11, 699-714, 1992.

204. Prabhanjan, H., Aoyama, K., Kiso, M., and Hasegawa, A. : Synthesis of disialogangliosideGD1α and its positional isomer. Carbohydr. Res., 233, 87-99, 1992.

203. Kiso, M., Katagiri, H., Furui, H., and Hasegawa, A. : Studies on 1-deoxynojirimycin-containing glycans: Synthesis of novel disaccharides related to lactose, lactosamine, andchitobiose. J. Carbohydr. Chem., 11, 627-644, 1992.

202. Hasegawa, A., Ando, T., Kameyama, A., and Kiso, M. : Stereocontrolled synthesis of sialylLewis x epitope and its ceramide derivative. J. Carbohydr. Chem., 11, 645-658, 1992.

201. Green, P. J., Tamatani, T., Watanabe, T., Miyasaka, M., Hasegawa, A., Kiso, M., Yuen, C.-T.,Stoll, M. S., and Feizi, T. : High affinity binding of the leucocyte adhesion molecule L-

selectin to 3'-sulphated-Le A and -Le X oligosaccharides and the predominance of sulphatein this interaction demonstrated by binding studies with a series of lipid-linkedoligosaccharides. Biochem. Biophys. Res. Commun., 188, 244-251, 1992.

200. Foxall, C., Watson, S. R., Dowbenko, D., Fennie, C., Lasky, L. A., Kiso, M., Hasegawa, A.,Asa, D., and Brandley, B. K. : The three members of the selectin receptor family recognize a

common carbohydrate epitope, the sialyl LewisX oligosaccharide. J. Cell Biol., 117, 895-902,1992.

199. Saiki, I., Sato, K., Yoo, Y. C., Murata, J., Yoneda, J., Kiso, M., Hasegawa, A., and Azuma,I. : Inhibition of tumor-induced angiogenesis by the administration of recombinant

interferon-γ followed by a synthetic lipid-A subunit analogue (GLA-60). Int. J. Cancer, 51,

641-645, 1992.

198. Hasegawa, A., Ogawa, M., Kojima, Y., and Kiso, M. : α-Selective glycoside synthesis of N-

acetylneuraminic acid with the secondary hydroxyl group in D-glucopyranose, 2-acetamido-2-deoxy-D-glucopyranose and D-galactopyranose derivatives. J. Carbohydr. Chem., 11, 333-341, 1992.

197. Hasegawa, A., Kojima, Y., Ogawa, M., and Kiso, M. : Synthesis of sialyl-α(2-6)-D-

glucopyranosyl, 2-acetamido-2-deoxyhexopyranosyl, and sialyl-α(2-3)-2-acetamido-2-

deoxy-D-glucopyranosyl ceramide or the analogs at the lipophilic part. J. Carbohydr. Chem.,11, 343-357, 1992.

196. Hasegawa, A., Ando, T., Kameyama, A., and Kiso, M. : Stereocontrolled synthesis of sialylLewis X ceramide consisting of a pentasaccharide recognized by the selectin family.

Carbohydr. Res., 230, c1-c5, 1992.

195. Suzuki, Y., Nakao, T., Ito, T., Watanabe, N., Toda, Y., Guiyun, X., Suzuki, T., Kobayashi, T.,

Kimura, Y., Yamada, A., Sugawara, K., Nishimura, H., Kitame, F., Nakamura, K., Deya, E.,Kiso, M., and Hasegawa, A. : Structural determination of gangliosides that bind to InfluenzaA, B, and C viruses by an improved binding assay: strain-specific receptor epitopes in

sialo-sugar chains. Virology, 189, 121-131, 1992.

194. Sato, K., Saiki, I., Yoo, Y. C., Igarashi, Y., Kiso, M., Hasegawa, A., and Azuma, I. : DT-

5461, a new synthetic lipid A analogue, inhibits lung and liver metastasis of tumor in mice.Jpn. J. Cancer Res., 83, 1081-1087, 1992.

193. Hasegawa, A., Ogawa, M., and Kiso, M. : Synthesis of a ganglioside GM3 position isomer,N-acetylneuraminosyl-α(2-6)-lactosyl-β(1-1)-ceramide. Biosci. Biotech. Biochem., 56, 535-

536, 1992.

192. Hasegawa, A., Adachi, K., Yoshida, M., and Kiso, M. : Synthesis of a ganglioside GM3

analog containing a hydroxymethyl group in place of the carboxyl group in the N-acetylneuraminic acid unit. Biosci. Biotech. Biochem., 56, 445-447, 1992.

191. Furui, H., Kiso, M., and Hasegawa, A. : Synthesis of 1-deoxynojirimycin-containing glycansrelated to the Lewis X and sialyl-Lewis X epitopes recognized by LEC-CAMs. Carbohydr.Res., 229, c1-c4, 1992.

190. Odean, M. J., Johnson, A. G., Mohrman, M., Hasegawa, A., and Kiso, M. :

Immunosuppression induced by non-reducing acylated monosaccharide subunits of lipid A. J.Immunopharmac., 14, 933-939, 1992.

189. Hasegawa, A., Adachi, K., Yoshida, M., and Kiso, M. : Synthesis of ganglioside GM3analogs containing the chemically modified sialic acids. J. Carbohydr. Chem., 11, 95-116,

1992.

188. Hasegawa, A., Adachi, K., Yoshida, M., and Kiso, M. : Synthesis of a series of ganglioside

GM3 analogs containing a deoxy-N-acetylneuraminic acid residue. Carbohydr. Res., 230,273-288, 1992.

187. Hasegawa, A., Adachi, K., Yoshida, M., and Kiso, M. : Synthesis of the methylthioglycosides of deoxy-N-acetyl-neuraminic acids for use as glycosyl donors. Carbohydr.Res., 230, 257-272, 1992.

186. Hasegawa, A., Ogawa, H., and Kiso, M. : Synthesis of a position isomer of ganglioside GD3

having an α-Neu5Ac-(2-9)-α-Neu5Ac linkage. Carbohydr. Res., 224, 185-192, 1992.

185. Hasegawa, A., Ogawa, H., Ishida, H., and Kiso, M. : Synthesis of an S-(α-sialosyl)-(2-9)-O-

(α-sialosyl)-(2-3')-β-lactosylceramide. Carbohydr. Res., 224, 175-184, 1992.

184. Prabhanjan, H., Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. : Regio- and stereo-selective synthesis of ganglioside GM1b and some positional analogs. Carbohydr. Res., 220,127-143, 1991.

183. Tyrrell, D., James, P., Rao, N., Foxall, C., Abbas, S., Dasgupta, F., Nashed, M., Hasegawa,A., Kiso, M., Asa, D., Kidd, J., and Brandley, B. K. : Structural requirements for the

carbohydrate ligand of E-selectin. Proc. Natl. Acad. Sci. USA, 88, 10372-10376, 1991.

182. Hasegawa, A., Ogawa, H., and Kiso, M. : Synthesis of S-(α-sialyl)-(2-6)-β-hexopyranosyl

and -(2-6')-β-lactosyl ceramides containg β-thioglycosidically linked ceramide. J. Carbohydr.

Chem., 10, 1009-1021, 1991.

181. Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of sialyl-α(2-6)-Lewis X.

J. Carbohydr. Chem., 10, 729-738, 1991.

180. Prabhanjan, H., Kiso, M., and Hasegawa, A. : Total synthesis of a disialoganglioside GD1α.

Carbohydr. Res., 222, c1-c4, 1991.

179. Ogawa, Y., Fijishima, Y., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of a novel

series of 4-O-phosphono-D-glucosamine derivatives (lipid A subunit analogs) carrying the C-branched 2-tetradecylhexadecanoyl group. Carbohydr. Res., 220, 155-164, 1991.

178. Hasegawa, A., Nagahama, T., Ohki, H., Hotta, K., Ishida, H., and Kiso, M. : Reactivity of

glycosyl promoters in α-glycosylation of N-acetyl-neuraminic acid with the primary and

secondary hydroxyl groups in the suitably protected galactose and lactose derivatives. J.Carbohydr. Chem., 10, 493-498, 1991.

177. Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. : Total synthesis of tumor-associatedganglioside, sialyl Lewis X. J. Carbohydr. Chem., 10, 549-560, 1991.

176. Furuya, T., Kumazawa, Y., Takimoto, H., Nagumo, T., Kiso, M., Hasegawa, A., and K., N. :Effect of methyl esterification of isoglutamine residue in 6-O-acylated muramyl dipeptides

on expression of immunopharmacological　activities. Int. J. Immunopharmac., 13, 573-577,1991.

175. Hasegawa, A., Hotta, K., Kameyama, A., Ishida, H., and Kiso, M. : Total synthesis of sialyl-α(2-6)-lactotetraosylceramide and sialyl-α(2-6)-neolactotetraosylceramide. J. Carbohydr.

Chem., 10, 439-459, 1991.

174. Hasegawa, A., Morita, M., Kojima, Y., Ishida, H., and Kiso, M. : Synthesis of cerebroside,lactosyl ceramide, and ganglioside GM3 analogs containing β-thioglycosidically linked

ceramide. Carbohydr. Res., 214, 43-53, 1991.

173. Hasegawa, A., Ohki, H., Nagahama, T., Ishida, H., and Kiso, M. : A facile, large-scale

preparation of the methyl 2-thioglycoside of N-acetylneuraminic acid, and its usefulness forthe α-stereoselective synthesis of sialoglycosides. Carbohydr. Res., 212, 277-281, 1991.

172. Prabhanjan, H., Ishida, H., Kiso, M., and Hasegawa, A. : A facile total synthesis ofganglioside GM1b and its positional analog. Carbohydr. Res., 211, c1-c5, 1991.

171. Ishida, H., Kigawa, K., Kitagawa, M., Yamamoto, N., Kiso, M., Hasegawa, A., and Azuma,I. : Synthesis and immunoadjuvant activity of 1-S- and/or 6-O-(ω-amino) fatty acylated

derivatives of N-acetyl-1-thio-muramoyl-L-alanyl-D-isoglutamine methyl ester. Agric. Biol.Chem., 55, 1437-1440, 1991.

170. Ishida, H., Kigawa, K., Kiso, M., Hasegawa, A., and Azuma, I. : Synthesis andimmunoadjuvant activity of the phosphorylated derivatives of 1-β-S-acyl- and 6-O-acyl-1-

deoxy-N-acetylmuramoyl-L-alanyl-D-isoglutamine methyl esters. Agric. Biol. Chem., 55,1343-1348, 1991.

169. Nakatsuka, M., Kumazawa, Y., Homma, Y. J., Kiso, M., and Hasegawa, A. : Inhibition in

mice of experimental metastasis of B16 melanoma by the synthetic lipid A-subunit analogueGLA-60. Int. J. Immunopharmac., 13, 11-19, 1991.

168. Kiso, M., Kitagawa, M., Ishida, H., and Hasegawa, A. : Studies on glycan processinginhibitors : Synthesis of N-acetylhexosamine analogs and cyclic carbamate derivatives of 1-deoxynojirimycin. J. Carbohydr. Chem., 10, 25-45, 1991.

167. Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. : Total synthesis of sialyl Lewis X.Carbohydr. Res., 209, c1-c4, 1991.

166. Suzuki, Y., Nishi, H., Hidari, K., Hirabayashi, Y., Matsumoto, M., Kobayashi, T., Watarai,S., Yasuda, T., Nakayama, J., Maeda, H., Katsuyama, T., Kanai, M., Kiso, M., and

Hasegawa, A. : A new monoclonal antibody directed to sialyl α2-3 lactoneotetraosylceramide

and its application for detection of human gastrointestinal neoplasmas. J. Biochem., 109,

354-360, 1991.

165. Ishida, H., Kigawa, K., Kitagawa, M., Kiso, M., Hasegawa, A., and Azuma, I. : Synthesis

and immunoadjuvant activity of 1-α-O-, 1-β-S- and 6-O-(2-tetradecylhexadecanoyl)

derevatives of N-acetylmuramoyl-L-alanyl-D-isoglutamine methyl ester. Agric. Biol. Chem.,55, 585-587, 1991.

164. Ogawa, Y., Wakida, M., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of nonreducing-sugar subunit analogs of bacterial lipid A carrying the acyloxyacyl group of different carbon

chain length. Agric. Biol. Chem., 54, 3251-3258, 1990.

163. Ishida, H., Kitagawa, M., Kiso, M., Hasegawa, A., and Azuma, I. : Synthesis and

immunoadjuvant activity of N-[2-O-(2-acetamido-1,2,3,5-tetradeoxy-1,5-imino-D-glucitol-3-yl)-D-lactoyl]-L-alanyl-D-isoglutamine. Carbohydr. Res., 208, 267-272, 1990.

162. Ikeda, S., Matsuura, M., Nakatsuka, M., Homma, Y. J., Kiso, M., Hasegawa, A., andNishimura, C. : Non-specific protective activity of synthetic lipid A-subunit analogs againstmicrobial infections is influenced by their 2-N- and 3-O-linked acyl substituents in the D-

glucosamine backbone. J. Clin. Lab. Immunol., 32, 177-181, 1990.

161. Nakatsuka, M., Ikeda, S., Kumazawa, Y., Matsuura, M., Nishimura, C., Homma, Y. J., Kiso,

M., and Hasegawa, A. : Enhancement of nonspecific resistance to microbial infections ofsynthetic lipid A-subunit analogues of GLA-27 modified at the C1 position of theglucosamine backbone. Int. J. Immunopharmac., 12, 599-603, 1990.

160. Ogawa, Y., Fujishima, Y., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of 2-deoxy-2-

[(3R)-3-hydroxyacyl] amino-4-O-phosphono-3-O-[(3R)-3-tetradecanoyloxytetradecanoyl]-D-glucopyranose derivatives related to bacterial lipid A. J. Carbohydr. Chem., 9, 643-652,1990.

159. Maeda, H., Saiki, I., Yamamoto, N., Takahashi, T., Sekiguchi, S., Kiso, M., Hasegawa, A.,and Azuma, I. : Activation by synthetic lipid A subunit analogues (GLA compounds) of

tumoricidal properties in human blood monocytes. Vaccine, 237-242, 1990.

158. Hasegawa, A., Murase, T., Ogawa, M., Ishida, H., and Kiso, M. : Synthesis of 7-O-, 7,9-di-

O-, and 7,8,9-tri-O-acetyl-N-acetylneuraminic acid derivatives. J. Carbohydr. Chem., 9, 429-439, 1990.

157. Hasegawa, A., Murase, T., Ogawa, M., Ishida, H., and Kiso, M. : Synthesis of 4-O-, 9-O-,and 4,9-di-O-acetyl-N-acetylneuraminic acids and their derivatives. J. Carbohydr. Chem., 9,415-428, 1990.

156. Hasegawa, A., Ogawa, M., Ishida, H., and Kiso, M. : α-Predominant glycoside synthesis of

N-acetylneuraminic acid with the primary hydroxyl group in carbohydrates usingdimethyl(methylthio)sulfonium triflate as a glycosyl promoter. J. Carbohydr. Chem., 9, 393-414, 1990.

155. Hasegawa, A., Morita, M., Ito, Y., Ishida, H., and Kiso, M. : Synthesis of S-(α-sialyl)-(2-6)-

β-D-hexopyranosyl and -(2-6)-β-D-lactosyl ceramides and their biological activity. J.

Carbohydr. Chem., 9, 369-392, 1990.

154. Hasegawa, A., Murase, T., Morita, M., Ishida, H., and Kiso, M. : Synthesis of ganglioside

GM3 analogs containing a variety of lipophilic parts. J. Carbohydr. Chem., 9, 201-214,1990.

153. Ikeda, S., Nishimura, C., Matsuura, M., Homma, Y. J., Kiso, M., and Hasegawa, A. : Effectof acyl substituents of synthetic lipid A-subunit analogues on their immunomodulatingantiviral activity. Antiviral Res., 13, 327-333, 1990.

152. Suzuki, Y., Sato, K., Kiso, M., and Hasegawa, A. : New ganglioside analogs that inhibitinfluenza virus sialidase. Glycoconjugate J., 7, 349-356, 1990.

151. Hasegawa, A., Murase, T., Adachi, K., Morita, M., Ishida, H., and Kiso, M. : Synthesis ofganglioside GM3 analogs containing the carbon 7 and 8 sialic acids. J. Carbohydr. Chem., 9,

181-199, 1990.

150. Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. : Stereoselective synthesis of sialyl-lactotetraosylceramide and sialylneolactotetraosylceramide. Carbohydr. Res., 200, 269-285,1990.

149. Saiki, I., Maeda, H., Murata, J., Takahashi, T., Sekiguchi, S., Kiso, M., Hasegawa, A., andAzuma, I. : Production of interleukin 1 from human monocytes stimulated by synthetic lipid

A subunit analogues. Int. J. Immunopharmac., 12, 297-305, 1990.

148. Ogawa, Y., Fujishima, Y., Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of 3-O-[(3R)-

3-acyloxytetradecanoyl]-2-deoxy-2-[(3R)-3-hydroxytetradecanamido]-4-O-phosphono-D-glucose derivatives related bacterial lipid A. Carbohydr. Res., 197, 281-288, 1990.

147. Kiso, M., Fujita, M., Ogawa, Y., Ishida, H., and Hasegawa, A. : Synthesis of α-Kdo-(2-4)-

Kdo disaccharide derivatives and their conjugation with a protected form of GLA-60, a

biologically active analog of a lipid A subunit. Carbohydr. Res., 196, 59-73, 1990.

146. Maeda, H., Saiki, I., Ishida, H., Kiso, M., Hasegawa, A., and Azuma, I. : Adjuvant activities

of synthetic lipid A subunit analogues and its conjugates with muramyl dipeptide derivatives.Vaccine, 7, 275-281, 1989.

145. Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. : Total synthesis of sialyl

neolactotetraosyl ceramide. J. Carbohydr. Chem., 8, 799-804, 1989.

144. Saiki, I., Maeda, H., Murata, J., Yamamoto, N., Kiso, M., Hasegawa, A., and Azuma, I. :

Antimetastatic effect of endogenous tumor necrosis factor induced by the treatment ofrecombinant interferon γ followed by an analogue (GLA-60) to synthetic lipid A subunit.

Cancer Immunol. Immunother., 30, 151-157, 1989.

143. Murase, T., Kartha, K. P. R., Kiso, M., and Hasegawa, A. : Synthesis of the α-Neu5Ac-(2-6)-

Gal structure. Facile 6-O-sialylation following stannylene activation of an unprotected D-galactopyranoside. Carbohydr. Res., 195, 134-137, 1989.

142. Saiki, I., Maeda, H., Sakurai, T., Murata, J., Iida, J., Kiso, M., Hasegawa, A., and Azuma, I. :Induction of an endogenous tumor necrosis factor in mice by murine recombinant interferon-

γ combined with a lipid A subunit analog (GLA-60) of low toxicity. Cancer Immunol.

Immunother, 29, 101-108, 1989.

141. Ishida, H., Imai, Y., Kiso, M., Hasegawa, A., Sakurai, T., and Azuma, I. : Synthesis and

immunoadjuvant activity of 2,2'-O-[2,2'-diacetamido-2,3,2',3'-tetradeoxy-6,6'-di-O-(2-tetradecylhexadecanoyl)-α,α'-trehalose-3,3'-diyl]bis(N-D-lactoyl-L-alanyl-D-isoglutamine).

Carbohydr. Res., 195, 59-66, 1989.

140. Ishida, H., Ogawa, Y., Imai, Y., Kiso, M., Hasegawa, A., Sakurai, T., and Azuma, I. :Chemical combination of 6-deoxy-6-mycoloylamino-α,α-trehalose and N-acetyl-6-O-

(aminoacyl)muramoyl dipeptide. Carbohydr. Res., 194, 199-208, 1989.

139. Kameyama, A., Ishida, H., Kiso, M., and Hasegawa, A. : Total synthesis of sialyl

lactotetraosyl ceramide. Carbohydr. Res., 193, c1-c5, 1989.

138. Kartha, K. P. R., Kiso, M., and Hasegawa, A. : An efficient method for the selective

acetolysis of 2-(trimethylsilyl)ethyl glycosides using ferric chloride in acetic anhydride. J.Carbohydr. Chem., 8, 675-679, 1989.

137. Hasegawa, A., Murase, T., Ishida, H., and Kiso, M. : Synthesis of 8-epi-N-acetylneuraminicacid derivatives. J. Carbohydr. Chem., 8, 589-596, 1989.

136. Hasegawa, A., Morita, M., Ishida, H., and Kiso, M. : Synthesis of N-acetylneuraminic acidderivatives and analogs. J. Carbohydr. Chem., 8, 579-588, 1989.

135. Nakatsuka, M., Kumazawa, Y., Matsuura, M., Homma, Y. J., Kiso, M., and Hasegawa, A. :Enhancement of nonspecific resistance to bacterial infections and tumor regressions bytreatment with synthetic lipid A-subunit analogs. Critical role of N- and 3-O-linked acylgroups in 4-O-phosphono-D-glucosamine derivatives . Int. J. Immunopharmac., 11, 349-358,

1989.

134. Kumazawa, Y., Matsuura, M., Homma, Y. J., Furuya, T., Takimoto, H., Inagaki, K., Nagumo,

T., Kiso, M., and Hasegawa, A. : Immunopharmacological activities of 2-keto-3-deoxyoctonic acid-(α2-6)-linked 4-O-phosphono-D-glucosamine deivatives carrying N- and

3-O-acyl substituents. Infect. Immun., 57, 1845-1848, 1989.

133. Furuya, T., Kumazawa, Y., Takimoto, H., Nagumo, T., Watanabe, M., Aizawa, C., Kiso, M.,

Hasegawa, A., and Nomoto, K. : Enhancement of immunoglobulin G responses in miceagainst hepatitis B virus surface antigen, influenza virus hemaglutinin vaccine, and tetanustoxoid by 6-O-acylated muramyl dipeptides. Infect. Immun., 57, 1839-1844, 1989.

132. Murase, T., Ishida, H., Kiso, M., and Hasegawa, A. : A facile, regio- and stereo-selectivesynthesis of ganglioside GM3. Carbohydr. Res., 188, 71-80, 1989.

131. Ikeda, S., Tominaga, T., Nishimura, C., Homma, Y. J., Kiso, M., and Hasegawa, A. :Antiherpes activity of chemically synthesized lipid A-subunit analogue GLA-60 in

immunosuppressed mice. Antiviral Res., 11, 173-180, 1989.

130. Ishida, H., Takada, K., Kigawa, K., Imai, Y., Kiso, M., Hasegawa, A., and Azuma, I. :

Synthesis and biological activity of 6-O-(3-acyloxytetradecanoyl)-N-acetyl-muramoyldipeptide methyl esters and related compounds. Agric. Biol. Chem., 53, 1269-1273, 1989.

129. Ito, Y., Kiso, M., and Hasegawa, A. : Synthesis of Ganglioside GM4 analogs. J. Carbohydr.Chem., 8, 285-294, 1989.

128. Murase, T., Kameyama, A., Kartha, K. P. R., Ishida, H., Kiso, M., and Hasegawa, A. : Afacile, regio and stereoselective synthesis of ganglioside GM4 and its position isomer. J.Carbohydr. Chem., 8, 265-283, 1989.

127. Ishida, H., Kigawa, K., Imai, Y., Kiso, M., Hasegawa, A., and Azuma, I. : Synthesis andimmunoadjuvant activity of N-acetyl-6-O-phosphono-muramoyl-L-alanyl-D-isoglutamine

methyl ester and its lipophilic derivatives. Agric. Biol. Chem., 53, 1057-1063, 1989.

126. Ogawa, Y., Kitagawa, M., Fujishima, Y., Kiso, M., Hasegawa, A., Ishida, H., and Azuma, I. :

Synthesis and immunoadjuvant activity of the conjugates of 1-thio-N-acetyl-muramoyl-dipeptide with lipid A subunit analogs. Agric. Biol. Chem., 53, 1025-1036, 1989.

125. Kartha, K. P. R., Kameyama, A., Kiso, M., and Hasegawa, A. : Synthesis of appropriatelyprotected core oligosaccharides as construction blocks. J. Carbohydr. Chem., 8, 145-158,1989.

124. Hasegawa, A., Ito, Y., Morita, M., Ishida, H., and Kiso, M. : Synthesis of 5-acetamido-3,5-dideoxy-D-galacto-2-ocutulosonic acid derivatives and analogs. J. Carbohydr. Chem., 8,

135-144, 1989.

123. Hasegawa, A., Ito, Y., Ishida, H., and Kiso, M. : Synthesis of 5-acetamido-3,5-dideoxy-L-

arabino-2-heptulosonic acid derivatives and analogs. J. Carbohydr. Chem., 8, 125-133,1989.

122. Ishida, H., Mizuta, A., Yamamoto, N., Kiso, M., Hasegawa, A., Takeda, K., and Azuma, I. :Synthesis of novel mycoloyl derivatives of L-glucose, 2-deoxy-D-glucose, D-glucosamine,and 1,5-anhydro-D-glucosaminitol. Agric. Biol. Chem., 53, 701-704, 1989.

121. Furuya, T., Kumazawa, Y., Takimoto, H., Nagumo, T., Nagamine, T., Aizawa, C., Mizunoe,

K., Kiso, M., Hasegawa, A., and Nomoto, K. : Immunostimulatory activity of 1-O-acylatedmuramyl dipeptides, with or without a 6-O-phosphoryl group, in aqueous form. Int. J.

Immunopharmac., 11, 35-43, 1989.

120. Ikeda, S., Kumazawa, Y., Nishimura, C., Nakatsuka, M., Homma, Y. J., Kiso, M., and

Hasegawa, A. : Enhancement of nonspecific resistance to viral infection by chemicallysynthesized lipid A-subunit analogs with different backbone structures and acyl groups.Antiviral Res., 10, 167-178, 1988.

119. Murase, T., Ishida, H., Kiso, M., and Hasegawa, A. : A facile regio- and stereo-selective

synthesis of α-glycosides of N-acetylneuraminic acid. Carbohydr. Res., 184, c1-c4, 1988.

118. Ishida, H., Saiki, I., Saito, S., Hasegawa, A., Kiso, M., and Azuma, I. : Regression of line-10

hepatocellular carcinoma by a less toxic cord factor analogue combined with L18-MDP orsynthetic lipid A analogues. Vaccine, 6, 440-444, 1988.

117. Kumazawa, Y., Takimoto, H., Yamamoto, A., Homma, Y. J., Ogawa, Y., Kiso, M., andHasegawa, A. : Effect of chemical modification at C1 of the glucosamine backbone of lipidA-subunit analog GLA-27 on manifestation of immunopharmacological activity. FEBS Lett.,

239, 117-120, 1988.

116. Takada, H., Kotani, S., Tanaka, S., Ogawa, T., Takahashi, I., Tsujimoto, M., Komuro, T.,Shiba, T., Kusumoto, S., Kusunose, N., Hasegawa, A., and Kiso, M. : Structual requirements

of lipid A species in activation of clotting enzymes from the horseshoe crab, and the humancomplement cascade. Eur. J. Biochem., 175, 573-580, 1988.

115. Nakatsuka, M., Kumazawa, Y., Ikeda, S., Yamamoto, A., Nishimura, C., Homma, Y. J., Kiso,M., and Hasegawa, A. : Antitumor and antimicrobial actiities of lipid A-subunit analogueGLA-27. J. Clin. Lab. Immunol., 26, 43-47, 1988.

114. Ikeda, S., Kumazawa, Y., Sai, K., Nishimura, C., Nakatsuka, M., Homma, Y. J., Yamamoto,A., Kiso, M., and Hasegawa, A. : Immunopharmacological activities of chemically

synthesized lipid A-subunit analogue GLA-27 combined with muramyl dipeptide via spacersof different carbon chain length. Int. J. Immunopharmac., 10, 339-346, 1988.

113. Kiso, M., Fujita, M., Tanahashi, M., Fujishima, Y., Ogawa, Y., Hasegawa, A., and Unger, F.M. : Conjugates of biologically active lipid A-subunit analogs with 3-deoxy-D-manno-2-octulosonic acid (KDO) and its methyl ester. Carbohydr. Res., 177, 51-67, 1988.

112. Kanie, O., Kiso, M., and Hasegawa, A. : Glycosylation using methylthioglycosides of N-

acetylneuraminic acid and dimethyl (methylthio) sulfonium triflate. J. Carbohydr. Chem., 7,501-506, 1988.

111. Ikeda, S., Nishimura, C., Nakatsuka, M., Homma, Y. J., Kiso, M., and Hasegawa, A. :Antiviral and immunomodulating activities of chemically synthesized lipid A-subunit

analogues GLA-27 and GLA-60. Antiviral Res., 9, 37-46, 1988.

110. Kumazawa, Y., Nakatsuka, M., Takimoto, H., Furuya, T., Nagumo, T., Yamamoto, A.,

Homma, Y. J., Inada, K., Yoshida, M., Kiso, M., and Hasegawa, A. : Importance of fatty acidsubstituents of chemically synthesized lipid A-subunit analogs in the expression ofimmunopharmacological activity. Infect. Immun., 56, 149-155, 1988.

109. Takahashi, I., Kotani, S., Takada, H., Tsujimoto, M., Ogawa, T., Shiba, T., Kusumoto, S.,Yamamoto, M., Hasegawa, A., Kiso, M., Nishijima, M., Amano, F., Akamatsu, Y., Harada,K., Tanaka, S., Okumura, H., and Tamura, T. : Requirement of a properly acylated β(1-6)-D-

glucosamine disaccharide bisphosphate structure for manifestation of full endotoxic and

associated bioactivities of lipid A. Infect. Immun., 65, 57-68, 1987.

108. Kiso, M., Fujita, M., Hayashi, E., Hasegawa, A., and Unger, F. M. : Novel disaccharides

containing 3-deoxy-D-manno-2-octulosonic acid (KDO) and lipid A subunit analogs. J.Carbohydr. Chem., 6, 691-696, 1987.

107. Kiso, M., Ogawa, Y., Fujishima, Y., Fujita, M., Tanaka, S., and Hasegawa, A. :Nonreducing-sugar subunit analogs of bacterial lipid A carrying the ester-bound (3R)-3-(acyloxy) tetradecanoyl group. J. Carbohydr. Chem., 6, 625-638, 1987.

106. Fujishima, Y., Kigawa, K., Ogawa, Y., Kiso, M., Hasegawa, A., Ishida, H., and Azuma, I. :Neu synthetic immunomodulators combining a 4-O-phosphono-D-glucosamine derivative

related to bacterial lipid A with 1-deoxy-N-acetylmuramoyl dipeptide analogs. Carbohydr.Res., 167, 317-324, 1987.

105. Arata, S., Mashimo, J., Kasai, N., Okuda, K., Aihara, Y., Hasegawa, A., and Kiso, M. :Analysis of antigenic reactivity of synthetic monosaccharide lipid A analogues withmonoclonal antibodies. FEMS Microbiol. Lett., 44, 231-234, 1987.

104. Kiso, M., Nakamura, A., and Hasegawa, A. : Synthesis of 1-O-(N-acetyl-α-and -β'-D-

neuraminyl)-ceramides. J. Carbohydr. Chem., 6, 411-422, 1987.

103. Ogawa, Y., Fujishima, Y., Konishi, I., Kiso, M., and Hasegawa, A. : The chemical

modification of the C-1 substituent of a 4-O-phosphono-D-glucosamine derivative (GLA-27)

related to bacterial lipid A. J. Carbohydr. Chem., 6, 399-410, 1987.

102. Kiso, M., Tanahashi, M., and Hasegawa, A. : 6-O-Glycosylation of a lipid A-subunit analog(GLA-27) with methyl (4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosyl

bromide)onate (a KDO derivative). Carbohydr. Res., 163, 279-284, 1987.

101. Kumazawa, Y., Ikeda, S., Takimoto, H., Nishimura, C., Nakatsuka, M., Homma, Y. J.,

Yamamoto, A., Kiso, M., and Hasegawa, A. : Effect of stereospecificity of chemicallysynthesized lipid A-subunit analogues GLA-27 and GLA-40 on the expression ofimmunopharmacological activities. Eur. J. Immunol., 17, 663-667, 1987.

100. Kiso, M., Tanaka, S., Fujita, M., Fujishima, Y., Ogawa, Y., and Hasegawa, A. : Synthesis ofnonreducing-sugar subunit analogs of bacterial lipid A carrying an amide-bound (3R)-3-

acyloxytetradecanoyl group. Carbohydr. Res., 162, 247-256, 1987.

99. Kiso, M., Tanaka, S., Fujita, M., Fujishima, Y., Ogawa, Y., Ishida, H., and Hasegawa, A. :

Synthesis of the optically active 4-O-phosphono-D-glucosamine derivatives related to thenonreducing-sugar subunit of bacterial lipid A. Carbohydr. Res., 162, 127-140, 1987.

98. Kanie, O., Nakamura, J., Itoh, Y., Kiso, M., and Hasegawa, A. : Synthesis of 3-S-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-3-thio-D-

galactopyranose derivatives. J. Carbohydr. Chem., 6, 117-128, 1987.

97. Kanie, O., Nakamura, J., Kiso, M., and Hasegawa, A. : Stereoselective synthesis of 5'-S-(5-acetamido-3,5-dideoxy-D-glycero-α- and -β-D-galacto-2-nonulopyranosylonic acid)-5'-thio-

cytidine. J. Carbohydr. Chem., 6, 105-115, 1987.

96. Nagao, S., Takada, H., Yagawa, K., Kutsukake, H., Shiba, T., Kusumoto, S., Kawata, S.,

Hasegawa, A., Kiso, M., Azuma, I., Tanaka, A., and Kotani, S. : Structural requirements ofmuramylpeptides for induction of necrosis at sites primed with mycobacterium tuberculosisin guinea pigs. Infect. Immun., 55, 1279-1288, 1987.

95. Kiso, M., Ogawa, Y., Tanaka, S., Ishida, H., and Hasegawa, A. : Synthesis of 1,5-anhydro-2-deoxy-4-O-phosphono-3-O-tetradecanoyl-2-[(3R)- and (3S)-3-

tetradecanoyloxytetradecanamido]-D-gulcitol (GLA-40) related to bacterial lipid A. J.Carbohydr. Chem., 5, 621-630, 1986.

94. Kiso, M., Nakamura, A., Tomita, Y., and Hasegawa, A. : A novel route to D-erythro-sphingosine and related compounds from mono-O-isopropylidene-D-xylose or -D-galactose.Carbohydr. Res., 158, 101-111, 1986.

93. Hasegawa, A., Seki, E., Fujishima, Y., Kigawa, K., Kiso, M., Ishida, H., and Azuma, I. :

Chemical combination of biologically active derivatives of N-acetylmuramoyl dipeptide andlipid-A, and their biological activities. J. Carbohydr. Chem., 5, 371-385, 1986.

92. Hasegawa, A., Hioki, Y., Yamamoto, E., Kiso, M., and Azuma, I. : Synthesis and biologicalactivities of N-acetyl-6-O-acyl-1-S-acyl-1-thiomuramoyl-L-alanyl-D-isoglutaminederivatives. J. Carbohydr. Chem., 5, 359-369, 1986.

91. Hasegawa, A., Seki, E., Kiso, M., and Azuma, I. : Synthesis and biological activities oflipophilic derivatives of 1-deoxy-N-acetylmuramoyl-L-alanyl-D-isoglutamine. Agric. Biol.

Chem., 50, 2137-2139, 1986.

90. Hasegawa, A., Seki, E., Kigawa, K., Kiso, M., and Azuma, I. : Synthesis and

immunoadjuvant activity of N-[2-O-(1,5-anhydro-2,3-dideoxy-2-octadecanoylamino-D-glucitol-3-yl)-D-lactoyl]-L-alanyl-D-isoglutamine and its derivatives. Agric. Biol. Chem., 50,2133-2135, 1986.

89. Hasegawa, A., Hara, S., Kiso, M., and Azuma, I. : Synthesis and biological activity of thelipophilic derivatives of N-acetyl-1-thiomuramoyl-L-alanyl-D-isoglutamine. Agric. Biol.

Chem., 50, 2095-2099, 1986.

88. Hasegawa, A., Kigawa, K., Kiso, M., and Azuma, I. : Synthesis of N-{2-O-[2-acetamido-1-O-acyl (or 1,6-di-O-acyl)-2,3-dideoxy-α-D-glucopyranose-3-yl]-D-lactoyl}-L-alanyl-D-

isoglutamine methyl esters, and their immunoadjuvant activities. Agric. Biol. Chem., 50,

2091-2094, 1986.

87. Kiso, M., Tanaka, S., Tanahashi, M., Fuzishima, Y., Ogawa, Y., and Hasegawa, A. :

Synthesis of 2-deoxy-4-O-phosphono-3-O-tetradecanoyl-2-[(3R)-and (3S)-3-tetradecanoyloxytetradecanamido]-D-glucosamine derivatives (GLA-27) related to bacteriallipid A. Carbohydr. Res., 148, 221-234, 1986.

86. Kiso, M., Nakamura, A., Nakamura, J., Tomita, Y., and Hasegawa, A. : A convenientsynthesis of sphingosine and ceramide from D-xylose or D-galactose. J. Carbohydr. Chem., 5,

335-340, 1986.

85. Hasegawa, A., Hioki, Y., Seki, E., Kiso, M., and Azuma, I. : Synthesis of N-[2-O-(2-

acetamido-1,5-anhydro-2,3-dideoxy-D-glucitol-3-yl)-D-lactoyl]-L-alanyl-D-isoglutamine (1-deoxy-MDP) and some of its lipophilic analogs, and their immunoadjuvant activities. Agric.Biol. Chem., 50, 1873-1878, 1986.

84. Matsuura, M., Kojima, Y., Homma, Y. J., Kumazawa, Y., Yamamoto, A., Kiso, M., andHasegawa, A. : Effects of backbone structures and stereospecificities of lipid A-subunit

analogues on their biological activities. J. Biochem., 99, 1377-1384, 1986.

83. Hasegawa, A., Nakamura, J., and Kiso, M. : Synthesis of 6-S-(5-acetamido-3,5-dideoxy-D-

glycero-α-D-galacto-2-nonulopyranosylonic acid)-6-thio-hexopyranosides. J. Carbohydr.

Chem., 5, 21-31, 1986.

82. Hasegawa, A., Nakamura, J., and Kiso, M. : Studies on the thioglycosides of N-

acetylneuraminic acid 1: synthesis of alkyl α-glycosides of 2-thio-N-acetylneuraminic acid.

J. Carbohydr. Chem., 5, 11-19, 1986.

81. Kumazawa, Y., Matsuura, M., Maruyama, T., Homma, Y. J., Kiso, M., and Hasegawa, A. :Structural requirements for inducing in vitro B lymphocyte activation by chemicallysynthesized derivatives related to the nonreducing D-glucosamine subunit of lipid A. Eur. J.

Immunol., 16, 1099-1103, 1986.

80. Hasegawa, A., Goto, M., and Kiso, M. : An unusual behavior of methyl or benzyl 3-azido-5-

O-benzoyl-3,6-dideoxy-α-L-talofuranoside with (dimethylamino) sulfur trifluoride;

migration of the alkoxy group from the c-1 to the c-2 position. J. Carbohydr. Chem., 4, 627-638, 1985.

79. Saito-Taki, T., Nakano, M., Kiso, M., and Hasegawa, A. : Comparison of murine B cellclonal expansions by synthetic lipid A and muramyl dipeptide analogs. Microbiol. Immunol.,

29, 1111-1120, 1985.

78. Matsuura, M., Yamamoto, A., Kojima, Y., Homma, Y. J., Kiso, M., and Hasegawa, A. :

Biological activities of chemically synthesized partial structure analogues of lipid A. J.Biochem., 98, 1229-1237, 1985.

77. Kiso, M., and Anderson, L. : Protected glycosides and disaccharides of 2-amino-2-deoxy-D-glucopyranose by ferric chlorode-catalyzed coupling. Carbohydr. Res., 136, 309-323, 1985.

76. Kumazawa, Y., Matsuura, M., Homma, Y. J., Nakatsuru, Y., Kiso, M., and Hasegawa, A. : Bcell activation and adjuvant activities of chemically synthesized analogues of thenonreducing sugar moiety of lipid A. Eur. J. Immunol., 15, 199-201, 1985.

75. Kiso, M., and Anderson, L. : Protected glycosides of 2-amino-2-deoxy-D-glucopyranose byferric chloridecatalyzed coupling. Carbohydr. Res., 136, 309-323, 1985.

74. Kiso, M., Yasui, A., and Hasegawa, A. : Synthesis of 2-azido-2-deoxy-3,4 : 5,6-di-O-isopropylidene-aldehydo-D-mannose dimethyl acetal and 4-azido-4-deoxy-2, 3 : 5, 6-di-O-

isopropylidene-aldehydro-D-galactose dimethyl acetal. Carbohydr. Res., 127, 137-140, 1984.

73. Kiso, M., Ishida, H., Kawaide, A., and Hasegawa, A. : A new synthetic route to 2-amino-2-

deoxy-D-monnose derivatives from 3, 4 : 5, 6-di-O-isopropylidene-aldehydo-D-glucosedibenzyl acetal. Carbohydr. Res., 127, 129-135, 1984.

72. Kiso, M., Kondo, A., Kondo, Y., and Hasegawa, A. : One-flask synthesis of triacetalatedaldohexoses with 2,2-dialkoxypropane and p-toluenesulfonic acid. Carbohydr. Res., 127,

121-128, 1984.

71. Kiso, M., Ishida, H., and Hasegawa, A. : Synthesis of biologically active, novel

monosaccharide analogs of lipid. Agric. Biol. Chem., 48, 251-252, 1984.

70. Kiso, M., Yasui, A., and Hasegawa, A. : One-pot synthesis of tri-acetalated aldohexoses with

1,1-dialkoxycyclohexane-p-toluenesulfonic acid. J. Carbohydr. Chem., 2, 449-456, 1983.

69. Hasegawa, A., Hioki, Y., Kiso, M., and Azuma, I. : Synthesis and biological activities of N-

acetyl-1-thiomuramoyl-L-alanyl-D-isoglutamine and some of its lipophilic derivatives.Carbohydr. Res., 123, 183-199, 1983.

68. Hasegawa, A., Hioki, Y., Kiso, M., and Azuma, I. : Synthesis of (N-acetyl-1-O-acylmuramoyl)-L-alanyl-D-isoglutamines, and their immunoadjuvant activities. Carbohydr.Res., 123, 63-71, 1983.

67. Hasegawa, A., Tanahashi, E., Hioki, Y., and Kiso, M. : Synthesis of 2-acetamido-2-deoxy-5-

thio-α-D-mannopyranose. Carbohydr. Res., 122, 168-173, 1983.

66. Hasegawa, A., and Kiso, M. : Synthesis of N-[2-O-(2-acetamido-2,3-dideoxy-5-thio-D-glucopyranose-3-yl)-D-lactoyl]-L-alanyl-D-isoglutamine. Carbohydr. Res., 122, 99-106,

1983.

65. Tanahashi, E., Kiso, M., and Hasegawa, A. : Synthesis of 2-acetamido-2-deoxy-5-thio-α-D-

galactopyranose. J. Carbohydr. Chem., 2, 129-137, 1983.

64. Tanahashi, E., Kiso, M., and Hasegawa, A. : A facile synthesis of 2-acetamido-2-deoxy-5-thio-D-glucopyranose. Carbohydr. Res., 117, 304-308, 1983.

63. Okumura, H., Kiso, M., and Hasegawa, A. : The behavior of some 2-acetamido-2-deoxy-furanoses in the presence of alkaline ion-exchange resin. Agric. Biol. Chem., 47, 839-846,1983.

62. Hasegawa, A., Hioki, Y., and Kiso, M. : Synthesis of 1-thio-N-acetylmuramoyl-L-alanyl-D-isoglutamine derivatives, and their biological activities, XX. J. Carbohydr. Chem., 1, 317-

323, 1982.

61. Hasegawa, A., Ozaki, M., Goh, Y., Kiso, M., and Azuma, I. : Synthesis and biological

activity of O-(N-acetyl-β-muramoyl-L-alanyl-D-isoglutamine)-(1-6)-2-acylamino-2-deoxy-

D-glucoses. Carbohydr. Res., 100, 235-245, 1982.

60. Hasegawa, A., Tanahashi, E., Goh, Y., and Kiso, M. : Synthesis of 4-acetamido-N-acetyl-4-

deoxy- and 4,6-di(acetamido)-N-acetyl-4,6-dideoxy-muramoyl-L-alanyl-D-isoglutaminederivatives. Carbohydr. Res., 103, 273-280, 1982.

59. Hasegawa, A., Tanahashi, E., Goh, Y., and Kiso, M. : Synthesis of some carbohydrateanalogs of N-acetylmuramoyl-L-alanyl-D-isoglutamine. Carbohydr. Res., 103, 263-272,1982.

58. Hasegawa, A., Tanahashi, E., and Kiso, M. : Synthesis of 2,6-di(acylamino)-2,6-dideoxy-3-O-(D-2-propanoyl-L-alanyl-D-isoglutamine)-D-glucopyranoses. Carbohydr. Res., 103, 251-

261, 1982.

57. Ueno, Y., Hori, K., Murata, T., Yamauchi, R., Kiso, M., Hasegawa, A., and Kato, K. :

Acetonation of Iaminaratriose and Iaminaratetraose. Carbohydr. Res., 99, 194-196, 1982.

56. Okumura, H., kamisango, K.-I., Saiki, I., Tanio, Y., Azuma, I., Kiso, M., Hasegawa, A., and

Yamamura, Y. : Synthesis and immunoadjuvant activity of acylamino analogs of N-acetylmuramoyl-L-alanyl-D-isoglutamine. Agric. Biol. Chem., 46, 507-514, 1982.

55. Kiso, M., Nishiguchi, H., Hasegawa, A., Okumura, H., and Azuma, I. : Biological activities

of fundamental, carbohydrate skeleton of Lipid A containing amide-linked 3-hydroxytetradecanoic acid. Agric. Biol. Chem., 45, 1523-1526, 1981.

54. Hasegawa, A., Okumura, H., Nishibori, K., Kaneda, Y., Kiso, M., and Azuma, I. : Thechemical modification of the C-2 substituent in the sugar moiety of N-acetylmuramoyl-L-alanyl-D-isoglutamine, and the immunoadjuvant activities. Carbohydr. Res., 97, 337-345,

1981.

53. Azuma, I., Okumura, H., Saiki, I., Kiso, M., Hasegawa, A., Tanio, Y., and Yamamura, Y. :

Adjuvant activity of carbohydrate analogs of N-acetylmuramyl-L-alanyl-D-isoglutamine onthe induction of delayed-type hypersensitivity to azobenzenearsonate-N-acetyl-L-tyrosine inguinea pigs. Infect. Immun., 33, 834-839, 1981.

52. Ueno, Y., Hori, K., Yamauchi, R., Kiso, M., Hasegawa, A., and Kato, K. : Reaction of someD-glucobioses with 2,2-dimethoxypropane. Carbohydr. Res., 96, 65-72, 1981.

51. Kiso, M., Nishihori, K., and Hasegawa, A. : A new synthetic route to 2-(acylamino)-2-deoxy-

α-D-glucopyranosyl phosphates, and their endotoxic activity related to the Salmonella-type

lipid A. Carbohydr. Res., 95, c5-c8, 1981.

50. Hasegawa, A., Kaneda, Y., Goh, Y., Nishibori, K., Kiso, M., and Azuma, I. : Synthesis of

carbohydrate analogs (positional, configurational, and optical) of N-Acetylmuramoyl-L-alanyl-D-isoglutamine, and their immunoadjuvant activities. Carbohydr. Res., 94, 143-163,1981.

49. Azuma, I., Okumura, H., Saiki, I., Tanio, Y., Kiso, M., Hasegawa, A., and Yamamura, Y. :Adjuvant activity of 6-amino-6-deoxy-muramyldipeptides and their acylamino derivatives on

the induction of delayed hypersensitivity to Azobenzenearsonate-N-acetyl-L-tyrosine inguinea pigs. Infect. Immun., 32, 1305-1308, 1981.

48. Hasegawa, A., Tanahashi, E., Goh, Y., and Kiso, M. : Chemical modification of thecarbohydrate moiety in N-acetylmuramoyl-L-alanyl-D-isoglutamine, and theimmunoadjuvant activity. Carbohydr. Res., 92, 75-84, 1981.

47. Kiso, M., Goh, Y., Tanahashi, E., and Hasegawa, A. : Synthesis and immunoadjuvantactivities of novel N-acylmuramoyl dipeptides related to the lipid A constituent of the

bacterial lipopolysaccharide. Carbohydr. Res., 90, c8-c11, 1981.

46. Ueno, Y., Hori, K., Yamauchi, R., Kiso, M., Hasegawa, A., and Kato, K. : Reaction ofMaltose with 2,2-Dimethoxypropane. Carbohydr. Res., 89, 271-278, 1981.

45. Kiso, M., Nishihori, K., and Hasegawa, A. : Synthesis of 2-(Acylamino)-2-deoxy-α-D-

glucopyranosyl phosphates: Monossaccharide analogs of lipid A. Agric. Biol. Chem., 45,545-548, 1981.

44. Kiso, M., Nishiguchi, H., Murase, S., and Hasegawa, A. : A convenient synthesis of 2-deoxy-2-(D- and -(L-3-hydroxytetradecanoylamino)-D-glucose: diastereoisomers of the monomeric,lipid A component of the bacterial lipopolysaccharide. Carbohydr. Res., 88, c5-c9, 1981.

43. Kiso, M., Nishiguchi, H., Nishihori, K., Hasegawa, A., and Miura, I. : Synthesis of β-D-(1-

6)-linked disaccharides of N-fatty acylated 2-amino-2-deoxy-D-glucose: an approach to the

lipid A component of the bacterial lipopolysaccharide. Carbohydr. Res., 88, c10-c13, 1981.

42. Nashed, M. A., Kiso, M., Slife, C. W., and Anderson, L. : partially benzylated oxazoline

derivatives of 2-acetamido-2-deoxy-D-glucopyranose as standerdized intermediates foroligosaccharide synthesis. Preparation of disaccharides having the sequences β-D-

GlcpNAc-(1-x)-D-Gal and β-D-GlcpNAc-(1-4)-D-GlcNAc. Carbohydr. Res., 90, 71-82,

1981.

41. Kiso, M., Kaneda, Y., Okumura, H., and Hasegawa, A. : Synthesis and immunoadjuvantactivities of muramoyl-L-alanyl-D-isoglutamine and some carbohydrate analogs. Carbohydr.Res., 79, c17-c19, 1980.

40. Kiso, M., Kaneda, Y., Goh, Y., Hasegawa, A., and Azuma, I. : Synthesis of positional andconfigurational isomers of N-Acetylmuramyl-L-alanyl-D-isoglutamine (MDP), and their

immunoadjuvant activities. Agric. Biol. Chem., 44, 1971-1973, 1980.

39. Kiso, M., Hibino, H., Tanaka, M., and Hasegawa, A. : Synthesis of DL-2-amino-2,3,5-

trideoxy-4-O-methyl-5-methyl-amino-chiro-inositol derivatives. Agric. Biol. Chem., 44,1717-1719, 1980.

38. Kiso, M., Kaneda, Y., Shimizu, R., and Hasegawa, A. : A general, convenient synthesis ofthe repeating, disaccharide-dipeptide unit of the bacterial, cell-wall peptidoglycan by theoxazoline method. Carbohydr. Res., 83, c8-c11, 1980.

37. Hasegawa, A., Okumura, H., Kiso, M., Azuma, I., and Yamamura, Y. : Synthesis andbiological activities of 6-amino- and 6-(acylamino)-N-acetylmuramyl dipeptides. Agric. Biol.

Chem., 44, 1309-1313, 1980.

36. Hasegawa, A., Okumura, H., Kiso, M., Azuma, I., and Yamamura, Y. : Syntheses and

immunoadjuvant activity of some carbohydrate analogs of N-acetylmuramyl-L-alanyl-D-isoglutamine. Agric. Biol. Chem., 44, 1301-1308, 1980.

35. Hasegawa, A., Tanahashi, E., and Kiso, M. : Synthesis of 2-acetamido-5-amino-2,5-dideoxy-D-gluco- and -L-ido-pyranose derivatives. Carbohydr. Res., 81, 249-259, 1980.

34. Kiso, M., Nishiguchi, H., and Hasegawa, A. : Application of ferric chloride-catalyzedglycosylation to a synthesis of glycolipids. Carbohydr. Res., 81, c13-c15, 1980.

33. Hasegawa, A., Aritake, N., and Kiso, M. : Synthesis of 2,5-diacetamido-2,5-dideoxy- and2,3,5-triacetamido-2,3,5-trideoxy-D-aldopentofuranose derivatives. Carbohydr. Res., 81, 23-33, 1980.

32. Hasegawa, A., Aritake, N., and Kiso, M. : Synthesis of a 2-acetamido-5-amino-2,5-dideoxy-D-xylopyranosyl derivative. Carbohydr. Res., 80, 277-283, 1980.

31. Hasegawa, A., and Kiso, M. : A simple preparation of 2-(acylamino)-2-deoxy-3,4-: 5,6-di-O-

isopropylidene-aldehydo-D-glucose dimethyl and dibenzyl acetal. Carbohydr. Res., 79, 265-270, 1980.

30. Hasegawa, A., Tanahashi, E., and Kiso, M. : Some reactions of a furanoid 2-aminoglycalderivative. Carbohydr. Res., 79, 255-264, 1980.

29. Hasegawa, A., Okumura, H., Kiso, M., Azuma, I., and Yamamura, Y. : Synthesis of N-acetyl-6-amino- and -6-(acylamino)-6-deoxymuramoyl dipeptides, and their

immunoadjuvant activities. Carbohydr. Res., 79, c20-c23, 1980.

28. Kiso, M., Kobayashi, T., and Hasegawa, A. : Synthetic study and conformational analysis of

O-benzylated Aminocyclitols. Agric. Biol. Chem., 44, 419-425, 1980.

27. Kiso, M., Kobayashi, T., and Hasegawa, A. : A facile synthesis of aminocyclitols from

cyclohexene. Agric. Biol. Chem., 44, 169-173, 1980.

26. Hasegawa, A., Kobayashi, T., and Kiso, M. : A facile synthesis of cyclitols from cyclohexene.

Agric. Biol. Chem., 44, 165-168, 1980.

25. Hasegawa, A., Kobayashi, T., Hibino, H., and Kiso, M. : Chemical modification of

Validamycin A. Agric. Biol. Chem., 44, 143-147, 1980.

24. Auge, C., Warren, C. D., Jeanloz, R. W., Kiso, M., and Anderson, L. : The synthesis of β-D-

mannopyranosyl-(1-4)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1-4)-2-acetamido-2-

deoxy-D-glucopyranose. Carbohydr. Res., 82, 85-95, 1980.

23. Nashed, M. A., Slife, C. W., Kiso, M., and Anderson, L. : O-Benzylated oxazolinederivatives of 2-acetamido-2-deoxy-D-glucopyranose from 1-propenyl glycosides and their

direct cyclization. Carbohydr. Res., 82, 237-252, 1980.

22. Hasegawa, A., and Kiso, M. : Synthesis of a furanoid 2-aminoglycal derivative. Carbohydr.

Res., 74, 341-344, 1979.

21. Kiso, M., and Anderson, L. : The ferric chloride-catalyzed glycosylation of alcohols by 2-

acylamido-2-deoxy-β-D-glucopyranose 1-acetates. Carbohydr. Res., 72, c12-c14, 1979.

20. Kiso, M., and Anderson, L. : The synthesis of disaccharides by the ferric chloride-catalyzed

coupling of 2-acylamido-2-deoxy-β-D-glucopyranose 1-acetates to protected sugar acceptors.

Carbohydr. Res., 72, c15-c17, 1979.

19. Hasegawa, A., Kawai, Y., Kasugai, H., and Kiso, M. : Synthesis of 2-acetamido-2-deoxy-5-thio-D-glucopyranose. Carbohydr. Res., 63, 131-137, 1978.

18. Hasegawa, A., Kaneda, Y., Amano, M., Kiso, M., and Azuma, I. : A facile synthesis of N-acetylmuramyl-L-alanyl-D-isoglutamine and its carbohydrate analogs, and their

immunoadjuvant activities. Agric. Biol. Chem., 42, 2187-2189, 1978.

17. Hasegawa, A., and Kiso, M. : Acetonation of 2-(acylamino)-2-deoxy-D-glucoses. Carbohydr.

Res., 63, 91-98, 1978.

16. Hasegawa, A., Sakurai, T., and Kiso, M. : Synthesis of 2,4-diamino-2,4-dideoxy-L-arabinose

derivatives (Prumycin derivatives). Agric. Biol. Chem., 42, 153-158, 1978.

15. Kiso, M., Fujita, T., Kurihara, N., Uchida, M., Tanaka, K., and Nakajima, M. : Structure-

activity relationship of lindane analogs. Pesticide Biochem. Physiol, 8, 33-43, 1978.

14. Hasegawa, A., and Kiso, M. : One-step synthesis of 2-acetamido-1,4-anhydro-2-deoxy-5,6-

O-isopropylidene-D-arabino-hex-1-enitol, a furanoid, 2-aminoglycal derivative. Carbohydr.Res., 59, c17-c19, 1977.

13. Kiso, M., Nohta, M., Tanaka, K., Kurihara, N., Fujita, T., and Nakajima, M. : Insecticidalactivity and microsomal metabolism of biooxidizable lindane analogs. Pesticide Biochem.Physiol, 7, 341-348, 1977.

12. Kurihara, N., Nohta, M., Tanaka, K., Kiso, M., Fujita, T., and Nakajima, M. : Metabolicdetoxication and synergistic ratio of lindane analogs in house flies. Pesticide Biochem.

Physiol, 7, 332-340, 1977.

11. Nashed, M. A., Slife, C. W., Kiso, M., and Anderson, L. : A new reaction of the 1-propenyl

glycosides of 2-acetamido-2-deoxy-β-D-glucopyranoside: direct conversion into oxazolines.

Carbohydr. Res., 58, c13-c16, 1977.

10. Hasegawa, A., Aritake, N., and Kiso, M. : Synthesis of Prumycin and related compounds.Carbohydr. Res., 52, 137-149, 1976.

9. Kiso, M., and Hasegawa, A. : Acetonation of some pentoses with 2,2-dimethoxypropane-N,N-dimethylformamide-p-toluenesulfonic acid. Carbohydr. Res., 52, 95-101, 1976.

8. Kiso, M., and Hasegawa, A. : Acetonation of D-glucose with 2,2-dimethoxypropane-N,N-dimethylformamide-p-toluenesulfonic acid. Carbohydr. Res., 52, 87-94, 1976.

7. Hasegawa, A., Aritake, N., and Kiso, M. : A new synthesis of Prumycin. Carbohydr. Res., 51,

c10-c12, 1976.

6. Kiso, M., Nohta, M., Ohhashi, H., Kurihara, N., and Nakajima, M. : Further syntheses of

lindane analogs. Agric. Biol. Chem., 40, 405-410, 1976.

5. Hasegawa, A., and Kiso, M. : Synthesis of 2,4-di-O-benzyl-3-deoxy-3-[N-(2,4-

dinitrophenyl)-N-methylamino]-α-D-xylopyranosyl chloride (a 1-halogeno-gentosamine

derivative). Carbohydr. Res., 44, 121-125, 1975.

4. Kiso, M., Tanaka, K., Sanemitsu, Y., Yoshida, M., and Kurihara, N. : Syntheses of γ-BHC

alkoxy analogs. Agric. Biol. Chem., 39, 443-449, 1975.

3. Kiso, M., Irie, Y., Sanemitsu, Y., Kurihara, N., and Nakajima, K. : Syntheses and PMRstudies of pentachlorocyclohexanecarbonitrile, pentachloromethylcyclohexane and

tetrachlorodimethylcyclohexane. Agric. Biol. Chem., 39, 451-457, 1975.

2. Kiso, M., Maeda, M, Kurihara, N., and Nakajima, K. : Syntheses of α and γ-BHC alkylthio

analogs. Agric. Biol. Chem., 39, 459-461, 1975.

1. Tanaka, K., Kiso, M., Yoshida, M., Kurihara, N., and Nakajima, M. : Syntheses and PMR

studies of 1,2,3,4,5-pentachlorocyclohexane isomers, tetrachlorodimethylcyclohexaneisomers and related compounds. Agric. Biol. Chem., 39, 229-237, 1975.

2. Books:

26. 石田秀治、木曽　真、長谷川　明：含硫シアル酸アナログの化学と応用“複合糖質

の化学”小倉治夫監修，シーエムシー，東京，pp.50-63, 2000.

25. Kiso, M, Ishida, H., and Ito, H.: Special problems in glycosylation reactions: Sialidations, inCarbohydrates in Chemistry and Biology, vol.I, Ernst, B., Sinaÿ, P., and Hart, G., Eds.,Wiley-VCH, Weinheim, pp345-365, 2000.

24. Ishida, H., and Kiso, M. : Glycolipid synthesis, in Carbohydrates in Chemistry and Biology,vol.I, Ernst, B., Sinaÿ, P., and Hart, G., Eds., Wiley-VCH, Weinheim, 2000.

23. 長谷川　明、木曽　真、石田秀治: S-グリコシド合成；生物薬科学実験講座、脂質II-2、

瀧　孝雄編、廣川書店、東京、pp266-270、2000.

22. Ikami, T., Ishida, H., and Kiso, M. : Synthesis and biological activity of glycolipids, with afocus on gangliosides and sulfatide analogs, in Sphingolipid Metabolism and Cell Signaling

Part A, Merrill, J.A.H. and Hannun, Y.A., Eds., Academic Press: San Diego, London,Methods in Enzymology, Vol.311, pp547-568, 2000.

21. 木曽　真（編著）：生理活性糖鎖研究法、生物化学実験法42：学会出版センター、1999.

20. Kannagi, R., Mitsuoka, C., Ohmori, K., Kanamori, A., Kiso, M., Khoo, K.-H., and Inoue,

Y. : Cyclic sialic acid: a new regulatory mechanism of selectin ligand activity, inSialobiology and Other Novel Forms of Glycosylation, Inoue, Y., Lee, Y.-C., and Troy II,F.A., Eds., Gakushin Publishing Co.: pp37-43, 1999.

19. Schnaar, R. L., Collins, B., Wright, L. P., Kiso, M., Tropak, M. B., Roder, J. C., and Crocker,P. R. : Myelin-associated glycoprotein binding to gangliosides: Structural specificity and

functional implications, in Sphingolipids as Signaling Modulators in the Nervous System.Ledeen, R.W., Hakomori, S., Yates, A.J., Schneider, J.S., Yu, R.K, Eds., Annals of the NewYork Academy of Sciences Vol. 845: New York. Pp92-105, 1998.

18. Hasegawa, A., and Kiso, M. : Design and synthesis of cell adhesion carbohydrateligands/inhibitor, in Carbohydrates in Drug Design, Witczak, Z.J. and Nieforth, K.A., Eds.,

Marcel Dekker Inc.: New York. pp137-155, 1997.

17. Hasegawa, A., and Kiso, M. : Chemical synthesis of sialyl glycosides, in Preparative

Carbohydrate Chemistry, S. Hanessian, Ed., Marcel Dekker Inc.: New York. pp357-379,1997.

16. 木曽　真、長谷川　明: ガングリオシド研究法 I & II,生物化学実験法36, 学会出版

センター、1995.

15. 岩瀬　仁勇、大西　正健、木曽　真、平林　義雄、山本　憲二：糖鎖の科学入門、

培風館、1994.

14. Ishida, H., Kiso, M., and Hasegawa, A. : Synthesis of ganglioside analogs containing sulferin place of oxygen at the linkage position, in Methods in Enzymology, Vol. 242, Lee, Y.C.

and Lee, Reiko T., Eds. Academic Press: San Diego, London, pp183-197, 1994.

13. Kiso, M., and Hasegawa, A. : Synthesis of ganglioside GM3 and analogs containing

modified sialic acids and ceramides, in Methods in Enzymology, Vol. 242, Lee, Y.C. and Lee,Reiko T., Eds., Academic Press: San Diego, London, pp173-182, 1994.

12. Hasegawa, A., and Kiso, M. : Synthesis of sialyl Lewis X ganglioside and analogs, inMethods in Enzymology, Vol. 242, Lee, Y.C. and Lee, Reiko T., Eds., Academic Press: San

Diego, London, pp158-172, 1994.

11. 長谷川　明、木曽　真：ガングリオシド類の系統的化学合成法 . 糖質エンジニアリ

ングと製品化技術、畑中　研一・石原　一彦 編　サイエンスフォーラム、39-56、1993.

10. 長谷川　明、木曽　真：生理活性複合糖質の構造と生体調節機能 . 食品の生体調節

機能、千葉英雄 編　学会出版センター、52-63、1992.

9. Hasegawa, A. and Kiso, M. :Systematic synthesis of gangliosides toward the elucidation andbiomedical application of their biological functions, in Carbohydrates-synthetic methods andapplications in medicinal chemistry, H. Ogura, et al. Eds., KODANSYA/VCH,

Tokyo/Weinheim, 243-266 1992.

8. 長谷川　明、木曽　真：糖鎖工学の基礎技術－糖脂質. 糖鎖工学、小川　智也　他 編

産業調査会、537-553、1992.

7. 石田　秀治、木曽　真、長谷川　明：含硫シアル酸の化学と応用 . 複合糖質の化学

と応用、小倉治夫 編　シーエムシー、50-63、1989.

6. Tsujimoto, M., Kotani, S., Shiba, T., Kusumoto, S., Hasegawa, A., Kiso, M., and Y., O. :Regressive action with induction of hemorrhagic necrosis of mixtures of acylatedmuramylpeptides and synthetic, low toxic lipid A analogs on Meth A fibrosarcoma, in

Advances in the Biosciences. Pergamon Journal Ltd.: Great Britain. Pp151-165, 1988.

5. 長谷川　明、木曽　真：分子レベルにおける細胞表層物質、細胞工学別冊1. 細胞と

分子レベルにおける生体認識、日本農芸化学会 編　秀潤社、22-33、1986.

4. Kiso, M., and Hasegawa, A. : Synthetic studies on lipid A and related compounds, in

Bacterial Endotoxin, Chemical, Biological and Clinical Aspects, Homma, J.Y. et al., Eds.,Verlag Chemie: Weinheim. pp39-49, 1984.

3. Kiso, M., and Hasegawa, A. : Synthetic studies on the Lipid A component of bacteriallipopolysaccharide, in ACS Symposium Ser., Bacterial Lipopolysaccharides: Structure,Synthesis, and Biological Activities, Anderson, L. and Unger, F.M., Eds., ACS: Washington

DC. pp277-300, 1983.

2a. Okumura, H., Saiki, I., Kamisango, K., Tanio, Y., Azuma, I., Kiso, M., and Hasegawa, A. :

Adjuvant activity of acylamino derivatives of N-Acetylmuramyl-L-alanyl-D-isoglutamine, in

Immunomodulation by Microbial Products and Related Synthetic Compounds. ExcerptaMedica: . pp163-166, 1982.

2b. Hasegawa, A., Kiso, M., Azuma, I., and Yamamura, Y. : The structural requirements of thecarbohydrate moiety for the immunoadjuvant activity of muramyl dipeptides, in

Immunomodulation by Microbial Products and Related Synthetic Compounds. ExcerptaMedica: . pp155-158, 1982.

2c. Kiso, M., Hasegawa, A., Okumura, H., and Azuma, I. : Synthetic and biological studies onthe Lipid A component of the bacterial lipopolysaccharides, in Immunomodulation byMicrobial Products and Related Synthetic Compounds. Excerpta Medica: . pp281-284, 1982.

1. Nakajima, M., Fujita, T., Kurihara, N., Sanemitsu, Y., Uchida, M., and Kiso, M. : Insectisidalactivity and biodegradability of lindane analogs. Persticides, Environment Quality and Safety,

Coulston, F. and Korte, F., Eds., Georg Thiem Publishers. pp370-376, 1975.

3. Reviews:

15. 木曽　真：白血球、リンパ球の表面で働く分子（Kiso, M.: Molecules that function on the

surface of lympocytes）“化学と教育”(Chemistry and Education), 49(7): 411-413, 2001.

14. 木曽　真、石田秀治：ガングリオシドプローブを用いて糖鎖の多彩な機能を探る（Kiso,

M. and Ishida, H.: Searching for a variety of biological functions of glyco-chains by usingganglioside probes）“化学と生物”(Chemistry and Biology), 39(7), 454-463, 2001.

13. Ishida, H., and Kiso, M. : Systematic syntheses of gangliosides. TIGG, 13, 57-64, 2001.

12. 木曽　真：健康と生命化学（Kiso, M.: Health and Life Science）日本農芸化学会誌

(Nippon Nougeikagaku Kaishi), 74, 781-782, 2000.

11. Ishida, H., and Kiso, M.: Synthetic study on neural siglecs ligands: systematic synthesis ofα-series polysialogangliosides and their analogues, J. Synth. Org. Chem., Jpn., 58, 1108-

1113, 2000.

10. 長谷川　明、木曽　真：生体機能の解明とその応用を目指すシアロ複合糖質「ガン

グリオシド」の系統的合成（ Hasegawa, A., and Kiso, M.: Systematic synthesis of

sialoglycoconjugates "gangliosides" towards the elucidation of their biological functions）

有機合成化学協会誌 (J. Synthetic Organic Chemistry, Japan), 50(2), 429-440, 1992.

9. 長谷川　明、木曽　真：シアロ糖鎖の化学合成　分子レベルでの機能解明と医学生

物学への応用を目指して、現代化学 (Chemistry Today), No. 248, 44-51, 1991.

8. Prabhanjan, H., Ishida, H., Kiso, M., and Hasegawa, A: Chemical synthesis of gangliosidesand their analogs, Trends In Glycoscience and Glycotechnology (TIGG), 3(12), 231-240,

1991.

7. 木曽　真、長谷川　明：生理活性糖脂質ガングリオシドの系統的化学合成 (Kiso, M.,

and Hasegawa, A.: Systematic chemical synthesis of gangliosides as the biological activeglycolipids) 油化学 (Yukagaku), 40(5), 370-378, 1991.

6. 木曽　真、石田秀治、長谷川　明：糖脂質ガングリオシド類の系統合成と生体機能

の解析 (Kiso, M., Ishida, H., and Hasegawa, A.: Systematic synthesis and biological

functions of glycolipid-gangliosides and their analogs) 日本農芸化学会誌 (Nippon

Nougeikagaku Kaishi), 64, 1489-1493, 1990.

5. 木曽　真、石田秀治、長谷川　明：含硫シアル酸誘導体 (Kiso, M., Ishida, H., and

Hasegawa, A.: Thioglycoside derivatives of sialic acid) 生体の化学 (Seitai no Kagaku),

40(4), 518-519, 1989.

4. 石田秀治、木曽　真、長谷川　明：シアル酸含有糖鎖の合成 (Ishida, H., Kiso, M. and

Hasegawa, A.: Synthetic study of sialoglycoconjugate) 日本農芸化学会誌 (Nippon

Nougeikagaku Kaishi), 63(7), 1248-1252, 1989.

3. 小川祐示、木曽　真、長谷川　明：リピドＡ類縁体の生物活性 (Ogawa, Y., Kiso, M.,

and Hasegawa, A.: Biological activities of the lipid A analogs) 代謝 (Metabolism and

Disease), 26(5), 415-427, 1989.

2. 長谷川　明、木曽　真：細菌細胞表層複合糖質の合成と生物活性 (Hasegawa, A., and

Kiso, M.: Synthesis and biological activities of bacterial cell-wall and cell-surface complex

carbohydrates) 有機合成化学協会誌 (J. Synthetic Organic Chemistry, Japan), 42(4), 303-

320, 1984.

1. 木曽　真：免疫調節活性を有する細菌細胞表層複合糖質成分の有機合成化学的研究

(Kiso, M.: Synthetic approach toward the complex carbohydrate components of bacterialcell-surface having immunomoduratory activity) 日 本 農 芸 化 学 会 誌 (Nippon

Nougeikagaku Kaishi), 57(12), 1235-1245, 1983.