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Methods in Enzymolog y Volume 13 6 Immobilized Enzymes and Cell s Part C Klaus Mosbach

Immobilized Enzymes and Cells - GBVsyl Pyrophosphate, Uridine-5'-diphosphoglu- OBSIDIANA ABRIL, AND cose GEORGE M. WHITESIDES 263 26. Equilibrium and Kinetically Controlled Synthesis

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Page 1: Immobilized Enzymes and Cells - GBVsyl Pyrophosphate, Uridine-5'-diphosphoglu- OBSIDIANA ABRIL, AND cose GEORGE M. WHITESIDES 263 26. Equilibrium and Kinetically Controlled Synthesis

Methods in Enzymology

Volume 136

Immobilized Enzymes and CellsPart C

Klaus Mosbach

Page 2: Immobilized Enzymes and Cells - GBVsyl Pyrophosphate, Uridine-5'-diphosphoglu- OBSIDIANA ABRIL, AND cose GEORGE M. WHITESIDES 263 26. Equilibrium and Kinetically Controlled Synthesis
Page 3: Immobilized Enzymes and Cells - GBVsyl Pyrophosphate, Uridine-5'-diphosphoglu- OBSIDIANA ABRIL, AND cose GEORGE M. WHITESIDES 263 26. Equilibrium and Kinetically Controlled Synthesis

CONTRIBUTORS TO VOLUME 136 ix

PREFACE Xiii

VOLUMES IN SERIES XVi i

Section I . Multistep Enzyme Systems and Coenzymes

1. Immobilized Active Coenzymes

MATS-OLLE MÄNSSON AN DKLAUS MOSBACH

3

2 . Continuous Enzymatic Transformation in an En- MARIA-REGINA KULA AN Dzyme-Membrane Reactor with Simultaneous CHRISTIAN WANDREY

9NADH Regeneratio n

3 . Coimmobilized System of NAD with Dehydro- YosHIMITSU YAMAZAKI AN Dgenases

HIDEKATSU MAEDA

2 1

4 . Polymerizable NAD Derivative and Model En- HIROSUKE OKADA AN Dzyme Reactor with Recycling of Polyethylene ITARU URABE

34Glycol-Bound NA D

5 . Adenosine 5'-Triphosphate Recycling in an En- HIDEO SUZUKI AN Dzyme Reactor Based on Aqueous Two-Phase YOSHIMITSU YAMAZAKI

45System s

6 . Alcohol Dehydrogenase Coimmobilized with Its KEITH J . LAIDLER AN DCoenzyme

M . ABDUL MAZID

56

7 . Recycling of NAD(P) by Multienzyme Systems T . M . S . CHANG

67Immobilized by Microencapsulation in Artificia lCell s

8 . Bioluminescent Assays Using Coimmobilized En- G . WIENHAUSEN ,zymes

L. J . KRICKA ,AND M . DELUCA

82

9. Nonseparation Enzyme Channeling Immunome- IAN GIBBONS ,tric Assays

RICHARD ARMENTA ,ROBERT K . DINELLO, AN DEDWIN F . ULLMAN

93

10 . Immobilized and Soluble Site-to-Site Directed En- NILS SIEGBAHN ,zyme Complexes Composed of Alcohol Dehy- MATS-OLLE MANSSON, AN Ddrogenase and Lactate Dehydrogenase

KLAUS MOSBACH

103

Page 4: Immobilized Enzymes and Cells - GBVsyl Pyrophosphate, Uridine-5'-diphosphoglu- OBSIDIANA ABRIL, AND cose GEORGE M. WHITESIDES 263 26. Equilibrium and Kinetically Controlled Synthesis

Section II. Immobilized Enzymes/Cells in Organic Synthesi s

11 . Overview

L. ANDERSSON ,M .-O . MÄNSSON, ANDK . MOSBACH

11 7

12 . Enzymatic Production of Optically Active Corn- ALEXANDER M . KLIBANO Vpounds in Biphasic Aqueous-Organic Systems AND BERNARD CAMBOU

11 7

13 . Two-Liquid Phase Biocatalytic Reactors

M . D . LILLY, S . HARBRON ,AND T. J . NARENDRANATHAN 13 8

14 . Enzyme-Catalyzed Steroid Transformations in GIACOMO CARREA ANDWater-Organic Solvent Two-Phase Systems

PIERO CREMONESI

150

15 . Deblocking in Peptide Synthesis with Immobilized G . P . ROYER

15 7Carboxypeptidase Y

16 . Use of Immobilized Achromobacter Protease I for KAZUYUKI MORIHARA ,Semisynthesis of Human Insulin

RYONOSUKE MUNEYUKI ,AND TATSUSHI OKA

162

17 . Application of Immobilized Aminopeptidases to G . FLEMINGER ANDthe Sequential Hydrolysis ofProline-Containing A . YARON

170Peptide s

18 . Peptide Synthesis Using Immobilized Proteases HANS-DIETER JAKUBKE AN DANDREAS KÖNNECKE

17 8

19. Activity and Conformation ofEnzymes in Reverse P . L . Luis' ANDMicellar Solutions

B . STEINMANN-HOFMANN

18 8

20. Design of Reversed Micellar Media for the Enzy- COL .IA LAANE ,matic Synthesis of Apolar Compounds

RIET HILHORST ,AND CEES VEEGER

21 6

21 . Disaccharide Synthesis with Immobilized /3-Ga- PER-OLOF LARSSON ,lactosidase

LARS HEDBYS ,SIGFRID SVENSSON, ANDKLAUS MOSBACH

230

22. Synthesis of Urea with Urease in Water-Organic LARRY G . BUTLER

234Solvent Mixture s

23 . Dextran Synthesis Using Immobilized Leuconos- P . MONSAN, F . PAUL ,toc mesenteroides Dextransucrase

D . AuRIOL, AND A . LOPEZ

23 9

24 . Preparation of Immobilized Milk Xanthine Oxi- JOHANNES TRAMPER

25 4dase and Application in Organic Synthese s

25. Enzymatic Regeneration of Adenosine 5'-Triphos- DEBBIE C . CRANS ,phate : Acetyl Phosphate, Phosphoenolpy- ROMAS J . KAZLAUSKAS ,ruvate, Methoxycarbonyl Phosphate, Dihy- BERNARD L . HIRSCHBEIN ,

droxyacetone Phosphate, 5-Phospho-a-D-ribo- CHI-HUEY WONG ,

syl Pyrophosphate, Uridine-5'-diphosphoglu- OBSIDIANA ABRIL, ANDcose

GEORGE M . WHITESIDES

263

Page 5: Immobilized Enzymes and Cells - GBVsyl Pyrophosphate, Uridine-5'-diphosphoglu- OBSIDIANA ABRIL, AND cose GEORGE M. WHITESIDES 263 26. Equilibrium and Kinetically Controlled Synthesis

26 . Equilibrium and Kinetically Controlled Synthesis VOLKER KASCHE ,

with Enzymes : Semisynthesis of Penicillins and URSULA HAUFLER,Peptides

AND LUTZ RIECHMANN

28 0

27 . Optical Resolution of dl-Menthol by Entrapped SABURO FUKUI AN DBiocatalysts

ATSUO TANAKA

29 3

28. Electroenzymatic and Electromicrobial Reduc- IORDANIS THANOS ,tion : Preparation of Chiral Compounds

JOHANN BADER ,

HELMUT GÜNTHER ,

STEFAN NEUMANN ,

FRIEDRICH KRAUSS, AN DHELMUT SIMON

30 2

29 . Long-Term Alkaloid Production by Immobilized BETTINA Ko pp

31 7Cells of Claviceps purpure a

30 . Cell Immobilization in the Production of Patulin G . M . GAUCHER AN Dand Penicillin by Penicillium urticae and Peni- L. A . BEHIE

32 9cillium chrysogenu m

31 . Isolation and Immobilization of Strictosidine Syn- URSULA PFITZNER AN Dthase

MEINHART H . ZENK

34 2

Section III . Enzyme Engineering (Enzyme Technology )

32. Overview

S . GESTRELIUS AN DK . MOSBACH

35 3

33 . Industrial-Scale Production and Application of VILLY J . JENSEN AN DImmobilized Glucose Isomerase

SUSANNE RUGH

35 6

34. Industrial Operation of Immobilized Enzymes

M . J . DANIELS

37 1

35 . Large-Scale Production of Photo-Cross-Linkable SHOGO NOJIMA AN DResin-Immobilized Yeast and Its Application to TOMIAKI YAMADA

38 0Industrial Ethanol Production

36 . Large-Scale Preparation of Calcium Alginate-Im- MINORU NAGASHIMA ,mobilized Yeast Cells and Its Application to In- MASAKI AZUMA ,dustrial Ethanol Production

SADAO NOGUCHI ,KEIICHI INUZUKA, AN DHIROTOSHI SAMEJIMA

394

37 . Regiospecific Interesterification of Triglyceride SHIGERU YAMANAKA AN Dwith Celite-Adsorbed Lipase

TAKASHI TANAKA

405

38 . Large-Scale Production and Application of Immo- J . L . BARET

41 1bilized Lactas e

39 . Continuous Treatment of Ultrahigh-Temperature HAROLD E . SWAISGOOD ,Sterilized Milk Using Immobilized Sulfhydryl VIOLETA G . JANOLINO, AN DOxidase

PAUL J . SKUDDER

423

Page 6: Immobilized Enzymes and Cells - GBVsyl Pyrophosphate, Uridine-5'-diphosphoglu- OBSIDIANA ABRIL, AND cose GEORGE M. WHITESIDES 263 26. Equilibrium and Kinetically Controlled Synthesis

40 . Production of Isomaltulose Using Immobilized PETER S . J . CHEETHAM

432Microbial Cell s

41. Production of L-Malic Acid by Immobilized Mi- ICHIRO CHIBATA ,crobial Cells

TETSUYA TOSA ,Kozo YAMAMOTO, AND1SAO TAKATA

45 5

42 . Industrial Production of L-Aspartic Acid Using MURRAY C . FUSEE

463Polyurethane-Immobilized Cells Containing As-partase

43 . Continuous L-Alanine Production Using Two Dif- ICHIRO CHIBATA ,ferent Immobilized Microbial Cell Preparations TETSUYA TOSA, AN Don an Industrial Scale

SATORU TAKAMATSU

472

44 . Immobilized Aminotransferases for Amino Acid J . DAVID ROZZELL

479Productio n

45 . Phenylalanine Production via Polyazetidine-Im- G . J . CALTON, L . L . WooD ,mobilized Escherichia coil: Optimization ofCell AND M . L . CAMPBELL

497Loading

46 . Production of Aspartame by Immobilized Ther- KIYOTAKA OYAMA ,moase

SHIGEAKI IRINO, AN DNORIO HAGI

503

47 . Production of 5'-Ribonucleotides Using Immobi- REINHOLD KELLER ,

lized 5'-Phosphodiesterase

MERTEN SCHLINGMANN ,AND ROLF WOERNLE

51 7

48 . Acrylamide Production Method Using Immobi- ICHIRO WATANABE

52 3lized Nitrilase-Containing Microbial Cell s

49 . Application of Immobilized Thiobacillus ferroox- T . MURAYAMA, Y . KONNO ,idans for Large-Scale Treatment of Acid Mine T . SAKATA, AN DDrainage

T . IMAIZUMI

53 0

AUTHOR INDEX 54 1

SUBJECT INDEX 557