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Chirex® is a registered trademark of Chirex, Inc. licensed to Phenomenex.

CHIReX® CHIRaL COLUMNS

Chi

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• High enantioselectivity

• Fast run times

• Rugged, long-lived columns

• Easy scale-up to preparative

• Allow direct/indirect resolution of enantiomeric amines, amino acid, hydroxy acids, alcohols, carboxylic acids, ketones, ethers, and esters

Chiral separations are extremely important to the pharmaceutical and biotechnology industries, as well as most other areas of natural products chemistry. Optically active therapeutic drugs require selective and sensitive techniques. New government regulations also continue to spur and require the development of rapid, accurate and reproducible methods for the analysis and purification of enantiomeric compounds.

The challenge is to provide selective yet versatile HPLC columns for both trace analysis and the purification of bulk drug.

Phenomenex meets these challenges with Chirex brand HPLC columns. Chirex is available in 11 different stationary phases. These chemically rugged, versatile columns are used for the direct and indirect resolution of enantiomeric amines, alcohols, carboxylic acids, hydroxy acids, amino acids, ketones, lactones, ethers, esters, and other biologically active compounds.

Chirex Chiral Stationary Phase Descriptions Phase Description Structure amide Type

3001 (R)-phenylglycineand3,5-dinitrobenzoicacid amidelinkage,electronacceptor designedfortheseparationof: •carboxylicacids,alcohols,esters •sulphoxides

3005 (R)-1-naphthylglycineand3,5-dinitrobenzoicacid amidelinkage,electronacceptor designedfortheseparationof: •carboxylicacids,alcohols,esters •non-steroidalanti-inflammatoryagents

Chirex Column Selection Guide Presence of Chemical Groupings in Chiral Molecule Recommended Columns:

Class Aromatic —N— —COOH —OH Other Comment FirstChoice SecondChoice ThirdChoice

Group1 Y Y Y Aromaticα-aminoacids, 3126 3005or3001 3011or3012 α-hydroxyacids Group2 Y Y Y 3022or3020 3014 3018Group3 Y Y Y 3014or3020 3022 3018Group4 Y Y 3005 3010 3001Group5 Y Y 3001or3014 3005 3020or3022Group6 Y Y 3001 3005 3019or3020Group7 Y Y Aliphaticα-aminoacids, α-hydroxyacids 3126 andtheirderivatives Group8 Y 3126 3010 3001Group9 Y 3014 3019or3020 3001Group10 Y Asymmetricother thancarbon.Chiral 3014 3010 3005 centeratN,S,P,B,etc.

Which Chirex stationary Phase?Stationary phase selection depends on presence/absence of chemical groupings in the chiral molecule.

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Chirex Chiral Stationary Phase Descriptions (continued) Phase Description Structure Urea Type

3010 (S)-valineand3,5-dinitroaniline urealinkage,electronacceptor designedfortheseparationof: •carboxylicacids,aminoacidderivatives •hydroxyacids •DabsylandDansylderivativesofaminoacids

3011 (S)-tert-leucineand3,5-dinitroaniline urealinkage,electronacceptor designedfortheseparationof: •carboxylicacids,aminoacidderivatives

3012 (R)-phenylglycineand3,5-dinitroaniline urealinkage,electronacceptor designedfortheseparationof: •carboxylicacids,aminoacidderivatives

3014 (S)-valineand(R)-1-(α-naphthyl)ethylamine urealinkage,electrondonor designedfortheseparationof: •π-acceptorderivativesofamines, carboxylicacidsandaminoacids •theestersandamidesoftheseacids •underivatizedalcohols

3018 (S)-prolineand(R)-1-(α-naphthyl)ethylamine urealinkage,electrondonordesignedforthe separationof: •amines,alcoholsandaminoacids •underivatizedß-blockers •aromaticamines •pesticides

3019 (S)-tert-leucineand(S)-1-(α-naphthyl)ethylamine urealinkage,electrondonordesignedforthe separationof: •esters,aminoalcohols •underivatizedß-blockers •aromaticamines •cyanoalcohols •pesticides3020 (S)-tert-leucineand(R)-1-(α-naphthyl)ethylamine urealinkage,electrondonordesignedforthe separationof: •amines,aminoalcohols,alcohols •underivatizedβ-blockers •aromaticamines •cyanoalcohols •pesticides3022 (S)-indoline-2-carboxylicacidand (R)-1-(α-naphthyl)ethylamineurealinkage, electrondonordesignedfortheseparationof: •amines,aminoalcohols,alcohols

Ligand exchange Type

3126 (D)-penicillamineligandexchange,electronacceptor designedfortheseparationof: •α-aminoacids,theirderivatives •α-hydroxyacids,aminoalcohols

s

110 Phenomenex

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CHIReX® CHIRaL COLUMNS

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Enhanced Column Technology• Chemically stable

• Virtually no bleed

• Rapid mass transfer gives higher efficiency

All Chirex brand analytical columns are available in 5 μm particle size. Preparative columns and bulk media are also available in 15 and 30 μm particle sizes. Narrow particle size distributions, combined with our advanced column packing methodology, results in highly stable beds and uniformly-packed Chirex columns. Our proprietary bonding process leads to excellent chemical stability. The table below provides additional technical data.

Chirex Series Technical Data and Specifications SheetChiralType:

IPirkleor“Brush”type;TypeIClassification

ParticleSize: 5μm(Analytical),15μmand30μm(Preparative)Phase: DerivativeofopticallypureaminoacidorcarboxylicacidBonding: Covalentlybondedtoα-aminopropylsilicaMaximumFlowRate: 1.5to2.0mL/minon250x4.6mmIDMaximumPressure: 3000psiTypicalPressure: 700psi@1.0mL/minon250x4.6mmIDMaximumTemp.: 50°CpHRange: 2.5to7.5ColumnHardware: 316StainlessSteelormetal-freePEEK(onrequest)ShelfLife: HighlystableatroomtemperatureSolventSystems: Compatiblewithprimarilynormalphasesystemsbased onHexane.Phases3005,3010,3011and3012may alsoutilizea"reversedphase"systembasedon AmmoniumacetateinMethanol.Onlythephase3126 Ligandexchangecolumnisatruereversedphase columnutilizingawater-basedmobilephasesystem.TypicalSolvents: Hexane;1,2-Dichloroethane;Chloroform; Tetrahydrofuran;EthylAcetate;Isopropanol;Ethanol; MethanolTypicalModifiers: 0.1to0.5%AcidsorAminese.g.,TrifluoroaceticAcid, AceticAcid,Triethylamine,TetraethylamineBuffers, AmmoniumAcetate,Copper(II)Sulfate(IonicallyBonded Columnsandphase3126havelimitations.Seecolumn careandusenoteprovidedwithcolumn.)ConditioningProcedure: CareandConditioningGuideprovidedwitheachcolumn

CleaningProcedure: Washthoroughlyaftertheuseofmobilephases containingacids,basesorsalts(followcolumncareand usenoteprovided)StorageConditions: InNormalPhase:Hexane/Ethanol(99:1). InReversedPhase:Methanol,upto100%(exceptfor phase3126,whichhasorganicsolventlimitations.See careandusenotefordetails.)General: Useofaguardcolumnisrecommendedforlonger columnlife

Chiral HPLC Applications

The applications below are a partial library of the enantiomeric separations performed on Chirex columns. We can provide hundreds more! On pages 114-115, many are listed alphabetically by compound name, including column used and calculated separation factor. For information on other chiral applications or for assistance in developing and improving chiral separations, please contact us.

α=2.13

Tolperisone Column: Chirex3018Dimensions: 250x4.0mmPart No.: 00G-3018-D0Mobile Phase: Hexane/Ethanol/ TrifluoroaceticAcid (83.1:16.6:0.2)Flow Rate: 1.0mL/minDetector: UV@254nm

App

ID5

250

20 min15105

α=1.15

Ketoprofen Column: Chirex3005Dimensions: 250x4.0mmPart No.: 00G-3005-D0Mobile Phase: 0.03MAmmoniumAcetate inMethanolFlow Rate: 1.0mL/minDetector: UV@254nm

App

ID5

245

Fenvalerate Column: Chirex3001Dimensions: 250x4.0mmPart No.: 00G-3001-D0Mobile Phase: Hexane/1,2-Dichloroethane/Ethanol (94.3:5.7:0.03)Flow Rate: 1mL/minDetector: UV@230nm

App

ID1

3995

OCH CN

CH3 CH3

COOCH*

CH*

CI

(aR) (S)

0 3010 20 40 min

(aR) (R)

(aS) (S)

(aS) (R)

FREE Chiral HPLC separations GuideCall your Phenomenex representative.

(+)

(_)

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0 25 30 min2015105

5243

50 min100 403020

13831

*CICOOH

O O

F3C

H2NSO2

CH2C6H5

S

HN

NH

*

13930

10 min50

CH3

CH3

OH OH

*CH NH CHHO CH2

30 min100 20

13817

CH3

CH3O

CH COOH*

CH3

CH3

O CH

OH

CH2 NHCH2 CH*

NH

13944

20 min100

R

S

18.0016.0014.0012.0010.008.06.04.02.0 min

N-FMOC-leucine Column: Chirex3011Dimensions: 250x4.6mmPart No.: 00G-3011-EOMobile Phase: 0.01MAmmoniumacetateinmethanolFlow Rate: 1.0mL/minDetector: UV@254nm

App

ID1

3800

Naproxen Column: Chirex3005Dimensions: 250x4.0mmPart No.: 00G-3005-DOMobile Phase: 0.03MAmmoniumacetateinmethanolFlow Rate: 0.8mL/minDetector: UV@254nm

App

ID1

3944

α=1.18

α=1.11

α=1.28

α=1.17

α=1.20

α=1.32

Bendroflumethazide Column: Chirex3001Dimensions: 250x4.0mmPart No.: 00G-3001-D0Mobile Phase: Hexane/1,2-Dichloroethane/ Ethanol-trifluoroaceticacid (55:35:10)Flow Rate: 1.0mL/minDetector: UV@272nm

App

ID5

243

Clidanac Column: Chirex3010Dimensions: 250x4.0mmPart No.: 00G-3010-D0Mobile Phase: 0.1MAmmoniumacetateinmethanolFlow Rate: 1.0mL/minDetector: UV@254nm

App

ID1

3930

Primaquine Column: Chirex3014Dimensions: 250x4.6mmPart No.: 00G-3014-E0Mobile Phase: Hexane/Dichloroethane/ Ethanol-TFA(55:35:10), w/Ethanol-TFA(20:1)Flow Rate: 1.0mL/minDetector: UV@268nm

App

ID5

248

Isoproterenol Column: Chirex3022Dimensions: 250x4.0mmPart No.: 00G-3022-D0Mobile Phase: Hexane/1,2-Dichloroethane/ Methanol/TrifluoroaceticAcid (59.9:34.9:5:0.2)Flow Rate: 1.0mL/minDetector: UV@280nm

App

ID1

3817 Pindolol

Column: Chirex3022Dimensions: 250x4.0mmPart No.: 00G-3022-DOMobile Phase: Hexane/1,2-Dichloroethane/ Ethanol/TrifluoroaceticAcid (59.9:34.9:5:0.2)Flow Rate: 1.0mL/minDetector: UV@254nm

App

ID1

3831

α=1.12

α=1.48

N

CH3O

CH3

5248

HNCH (CH2)3NH3

30 min10

13800

0 20

HO

HO

CHCH2NHC (CH3)3

OH

Terbutaline Column: Chirex3020Dimensions: 250x4.6mmPart No.: 00G-3020-EOMobile Phase: Hexane/Dichloroethane/Ethanol-TFA (55:35:10),w/ethanol-TFA20:1Flow Rate: 1.0mL/minDetector: UV@278nm

App

ID1

3701

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CHIReX® CHIRaL COLUMNS

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1010 20 30 min

α = 1.33

COCHCH2CH3

CH3

N 13894

*

0 10 20 30 min

5 10 15 20 min

(+)

(– )

5 10 15 min

10 20 30 min

Ketamine Column: Chirex3022Dimensions: 250x4.6mmPart No.: 00G-3022-EOMobile Phase: Hexane/Ethanol/ Trifluoroaceticacid(83.1:16.6:0.2)Flow Rate: 1.0mL/minDetector: UV@230nm

App

ID5

262

Diniconazole Column: Chirex3020Dimensions: 250x4.0mmPart No.: 00G-3020-DOMobile Phase: Hexane/1,2-Dichloroethane/ Ethanol(82.6:16.5:0.8)Flow Rate: 1.0mL/minDetector: UV@254nm

App

ID5

261

α=1.15

α=2.13

α=1.15

α=1.24

α=1.12

α=1.34

Tolperisone Column: Chirex3018Dimensions: 250x4.0mmPart No.: 00G-3018-D0Mobile Phase: Hexane/Ethanol/ Trifluoroaceticacid(83.1:16.6:0.2)Flow Rate: 1.0mL/minDetector: UV@254nm

App

ID1

3894

Labetalol Column: Chirex3020Dimensions: 250x4.6mmPart No.: 00G-3020-E0Mobile Phase: Hexane/1,2-Dichloroethane/ Ethanol-trifluoroaceticacid (60:35:5,withethanol-TFA premixed20:1)Flow Rate: 1.0mL/minDetector: UV@308nm

App

ID5

255

Brompheniramine Column: Chirex3020Dimensions: 250x4.6mmPart No.: 00G-3020-E0Mobile Phase: Hexane/1,2-Dichloroethane/ Ethanol-trifluoroaceticacid (60:35:5,withethanol-TFA premixed20:1)Flow Rate: 1.0mL/minDetector: UV@264nm

App

ID5

256

Metaproterenol Column: Chirex3020Dimensions: 250x4.6mmPart No.: 00G-3020-E0Mobile Phase: Hexane/1,2-Dichloroethane/ Ethanol/TrifluoroaceticAcid (premixed20:1),(55:35:10)Flow Rate: 1.0mL/minDetector: UV@280nm

App

ID5

257 salbutamol (Albuterol)

Column: Chirex3022Dimensions: 250x4.0mmPart No.: 00G-3022-DOMobile Phase: Hexane/1,2-Dichloroethane/ Methanol/TrifluoroaceticAcid (59.8:34.9:5.0:0.2)Flow Rate: 1.0mL/minDetector: UV@280nm

App

ID5

264

α=1.33

Methoxyverapamil Column: Chirex3022Dimensions: 250x4.6mmPart No.: 00G-3022-EOMobile Phase: Hexane/1,2-Dichloroethane/ Ethanol-trifluoroaceticacid (55:35:10,withethanol-TFA premixed20:1)Flow Rate: 1.0mL/minDetector: UV@278nm

App

ID5

263

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Chiral HPLC of Amino Acids• Pirkle-concept and Ligand Exchange type columns

• High enantioselectivity

• Excellent efficiency

Separations of amino acid Derivatives Separations of Underivatized "FRee" amino acids

Chirex HPLC columns are an excellent choice for underivatized and derivatized amino acids.

Separation potential of some other amino acid derivatives: (Recommended columns: Chirex 3010, 3011, 3012, 3014) CBZ-Derivatives (carbobenzoxy; benzyloxycarbonyl) IC-Derivatives (phenylisocyanate) Dabsyl Derivatives (4-4-dimethylaminoazobenzene-4'-sulfonyl) Alpha (α)= Separation Factor = k2/k1

I I Separation I Compound Chirex Phase Factor (α) app ID No.

t-BOC-Derivatives (Butyloxycarbonyl)t-BOC-Leucine 3012 1.09 14064t-BOC-Phenylalanine 3012 1.09 13784t-BOC-Valine 3012 1.10 14063N-FMOC Derivatives (9-Fluorenylmethyloxycarbonyl) N-FMOC-Leucine 3011 1.20 13800N-FMOC-Phenylalanine 3011 1.10 13796N-FMOC-Valine 3011 1.12 13798Z-Derivatives (Benzyloxycarbonyl) Z-Alanine 3011 1.16 13729Z-Asparagine 3010 1.12 13760Z-Leucine 3011 1.17 13731Z-Norvaline 3011 1.13 13755Z-Phenylalanine 3012 1.08 13762Z-Serine 3011 1.09 13758Z-Valine 3011 1.13 13753N-acetyl Derivatives N-Acetylalanine 3126 1.17 14052N-Acetylleucine 3126 1.39 14058N-Acetylmethionine 3126 1.27 13728N-Acetylvaline 3126 1.50 14055N-Formyl Derivatives N-Formylvaline 3126 1.37 13721N-Formylmethionine 3126 1.25 13722N-Benzoyl Derivatives N-Benzoylglutamicacid 3012 1.14 13782N-Benzoylleucine 3012 1.11 14460N-Benzoylphenylalanine 3012 1.17 13730N-Benzoylphenylglycine 3012 1.13 14461N-Benzoylvaline 3012 1.19 13778N-Dansyl Derivatives (5-5-Dimethyl-aminonaphthalene-1-sulfonyl derivative)N-Dansylnorvaline 3011 1.24 13766N-Dansylphenylalanine 3011 1.27 13771N-Dansylthreonine 3012 1.18 13734N-Dansyltryptophan 3010 1.15 13774N-Dansylvaline 3011 1.28 13763PTH Derivatives (Phenylthiohydantoin) PTH-Valine 3014 1.12 13921

I I Separation I Compound Chirex Phase Factor (α) app ID No.

Alanine 3126 1.66 14004Alanylglycine 3126 2.26 14080Alanylglycyl-glycine 3126 1.62 14082Alloisoleucine 3126 1.67 14038Allothreonine 3126 1.19 14046Arginine 3126 2.15 14027Asparagine 3126 1.10 14049Asparticacid 3126 1.42 14019Baclofen 3126 1.23 13785p-Boronophenylalanine 3126 1.36 137902-amino-n-Butyricacid 3126 1.80 14034Cystine 3126 2.47 140852,6-Diaminopimelicacid 3126 2.77 140663-(3,4-Dihydroxyphenyl)-alanine(DOPA) 3126 1.22 13750Glutamicacid 3126 1.11 14047Glutamine 3126 1.71 14022Glycylalanine 3126 1.78 14079Glycylvaline 3126 1.69 14081Histidine 3126 1.32 13745Isoleucine 3126 1.70 14035Leucine 3126 1.56 14009Leucylglycyl-glycine 3126 1.36 14083Lysine 3126 1.83 14018Methionine 3126 1.42 14024α-MethylLeucine 3126 1.59 14457α-MethylTryptophan 3126 1.18 14456Naphthylglycine 3126 1.42 13789Norvaline 3126 1.95 14029Ornithine 3126 1.38 14041Phenylalanine 3126 1.44 13740Phenylglycine 3126 1.78 13748Pipecolicacid 3126 1.77 14031Proline 3126 2.50 14011Serine 3126 1.17 14016Threonine 3126 1.20 14043dl-Threo-3-phenylserine 3126 1.15 13787Tryptophan 3126 1.11 13737Tyrosine 3126 1.34 13743Valine 3126 1.91 14006

10 min0

13785

*

15 min1050

13729

*

α=1.16

Z-Alanine Column: Chirex3011Dimensions: 250x4.0mmPart No.: 00G-3011-D0Mobile Phase: 0.01MAmmoniumAcetateinMethanolFlow Rate: 1.0mL/minDetector: UV@254nm

App

ID1

3729 Baclofen

Column: Chirex3126Dimensions: 150x4.6mmPart No.: 00F-3126-EOMobile Phase: 2mMCopper(II)sulfateinwater/ Isopropanol(85:15)Flow Rate: 1.0mL/minDetector: UV@254nm

App

ID1

3785

α=1.23

114 Phenomenex

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Chirex Chiral HPLC ApplicationsThis is only a partial list of applications. Many other applications are available.

A dash ("—") under separation factor indicates the compound has more than one chiral center. Separation involves more than one enantiomeric pair.

3020 1.05 Abscisicacid 141153022 1.09 Acebutolol 135843020 1.06 o-Acetylmandelicacid 139463126 1.66 Alanine 140043126 2.26 Alanylglycine 140803126 1.62 Alanylglycyl-glycine 140823020 1.12 Allethrolone 141293126 1.67 Alloisoleucine 140383126 1.19 Allothreonine 140463126 1.30 1-Aminoethylphosphonicacid 140893126 1.80 2-Amino-n-butyricacid 140343126 1.31 2-Amino-4-phosphonobutyricacid 140873126 1.30 3-Amino-e-caprolactam 140703011 1.28 o-Anthracene-1-carbonyllacticacid 139603011 1.57 o-Anthracene-1-carbonylmandelicacid 139633011 1.55 o-Anthracene-9-carbonyllacticacid 139653126 2.15 Arginine 140273126 1.10 Asparagine 140493126 1.42 Asparticacid 140193022 1.10 Atenolol 138243018 1.06 Atropine 138393126 1.23 Baclofen 137853001 1.11 Bendroflumethiazide 52433011 1.10 1-Benzocyclobutenecarboxylicacid 139673022 1.07 Benzoin 139783014 1.22 Bepridil 135933010 1.56 1,1’-Bi-2-naphthol 141433010 2.66 1,1’-Binaphthyl-2,2’-diylhydrogenphosphate 141523012 1.09 t-BOC-leucine 140653012 1.09 t-BOC-phenylalanine 137843012 1.10 t-BOC-valine 140633126 1.36 p-Boronophenylalanine 137903005 1.11 α-Bromophenylaceticacid 139693126 1.05 2-Bromopropionicacid 141163020 1.15 Brompheniramine 52563018 1.19 Carbinoxamine 139053010 1.06 2-(4-Chlorophenyl)-3-methylbutyricacid 139343020 1.21 Chloroquine 136043014 1.24 Chlorpheniramine 138893020 1.08 Chlorthalidone 136083010 — Chrysanthemicacid 52463022 1.27 Clenbuterol 136153010 1.48 Clidanac 139303014 1.09 Cyclopentolate 138403019 — Cypermethrin 52523020 — Cypermethrin 52523126 2.47 Cystine 140853126 2.77 2,6-Diaminopimelicacid 140663022 1.23 Dichloroisoproterenol 136213010 — 3-(2,2-Dichlorovinyl)-2,2-dimethyl- 14095 cyclopropanecarboxylicacid3005 1.09 cis-3-(2,2-Dichlorovinyl)-2,2-dimethyl- cyclopropanecarboxylicacid3005 1.10 trans-3-(2,2-Dichlorovinyl)-2,2-dimethyl- cyclopropanecarboxylicacid3019 1.06 2,3-Dihydroflavone3011 1.07 3,4-Dihydro-2H-pyran-2-carboxylicacid 141143126 1.09 3,4-Dihydro-2H-pyran-2-carboxylicacid 141133020 1.34 Diniconazole 52613010 1.79 o-(3,5-Dinitrophenyl)aminocarbonyl 13791 lacticacid3011 1.77 o-(3,5-Dinitrophenyl)aminocarbonyl 13792 lacticacid3010 1.36 o-(3,5-Dinitrophenyl)aminocarbonyl 13794 mandelicacid

3011 1.35 o-(3,5-Dinitrophenyl)aminocarbonyl 13795 mandelicacid3014 1.20 Diperodon 52493020 1.06 1,2-Diphenylethylamine 138823126 1.09 1,2-Diphenylethylenediamine 139163126 1.15 dl-Threo-3-phenylserine 137873126 1.22 DOPA[3-(3,4-Dihydroxyphenyl)alanine] 137503020 1.07 Doxylamine 136273022 1.10 Epinephrine 52603020 1.25 o-Ethylo-2,4-dichlorophenyl- 5258 isopropylphosphoramidothioate3022 1.11 Etilefrinehydrochloride 138673005 1.10 Fenoprofen 139233022 1.12 Fenoterol 138483019 1.15 Fenpropathrin 139883001 — Fenvalerate 139953019 1.06 Flavanone(2,3-Dihydroflavone) 140023014 1.09 Floctafenine 138743005 1.09 Flurbiprofen 139253001 — Furamethrin 139983126 1.11 Glutamicacid 140473126 1.71 Glutamine 140223126 1.78 Glycylalanine 140793126 1.69 Glycylvaline 140813020 1.08 Hexobarbital 140513126 1.32 Histidine 137453022 1.08 Homochlorcyclizine 139093126 1.14 Homocysteinethiolactone 140723126 1.61 2-Hydroxybutricacid 140983126 1.53 2-Hydroxyhexanoicacid 141083126 1.43 p-Hydroxynorephedrine 138623020 1.11 Hydroxy-phenyl-5-phenyl-hydantoin 136353005 1.05 Ibuprofen 139283022 1.08 Indapamide 136383005 1.08 Indoprofen 136393020 1.21 Isoetharine 136403022 1.17 Isoproterenol 52593020 1.37 Isoxsuprine 136463022 1.12 Ketamine 52623005 1.15 Ketoprofen 52453020 — Labetalol 52553126 1.32 Lacticacid 140943126 1.56 Leucine 140093126 1.36 Leucylglycyl-glycine 140833010 1.11 Lorazepam3126 1.83 Lysine 140183126 3.60 Malicacid 140993126 1.24 Mandelicacid 149423022 1.12 Metanephrine 136513020 1.24 Metaproterenol 52573022 1.13 Metaproterenol 138733005 1.11 α-Methamphetamine-3,3-dinitrobenzoylamide3005 1.19 α-Methamphetamine-2-naphthylamide3005 1.03 α-Methamphetamine-2-naphthylamide3005 1.16 α-Methamphetamine-1-naphthyluride3126 1.42 Methionine 140243020 1.09 Methocarbamol 136553022 1.10 Methoxamine 136573005 1.15 α-Methoxyphenylaceticacid 139473022 1.15 Methoxyverapamil(Gallopamil) 52633005 1.27 α-Methylbenzylamine-2-naphthylamide3005 1.24 α-Methylbenzylamine-3,5-dinitrophenyluride3005 1.30 α-Methylbenzylamine-1-naphthyluride3126 1.59 α-Methylleucine

Chirex I Separation I I Phase Factor (α) Compound app ID No.

Chirex I Separation I I Phase Factor (α) Compound app ID No.

Continued on next page

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lumns

Chirex I Separation I I Phase Factor (α) Compound app ID No.

3001 1.06 Methylmandelate 139843020 1.10 2-Methyl-4-oxo-3-(2-propynyl)- 14134 cyclopent-2-enylalcohol3126 1.18 α-Methyltryptophan3014 1.06 Metoprolol 136633001 1.09 Midodrine 136643126 1.17 N-Acetylalanine 140523126 1.39 N-Acetylleucine 140583126 1.27 N-Acetylmethionine 137283020 1.37 N-Acetylphenylalanine 138043126 1.50 N-Acetylvaline 140553020 1.16 1-(1-Naphthyl)ethylamine 138783126 1.42 Naphthylglycine 137893012 1.09 Naproxen 139453012 1.14 N-Benzoylglutamicacid 137823012 1.11 N-Benzoylleucine3012 1.17 N-Benzoylphenylalanine 137303012 1.13 N-Benzoylphenylglycine3012 1.19 N-Benzoylvaline 137783011 1.24 N-Dansylnorvaline 137323011 1.27 N-Dansylphenylalanine 137713012 1.18 N-Dansylthreonine 137343010 1.16 N-Dansyltryptophan 137743011 1.28 N-Dansylvaline 137633126 1.25 N-Dansylmethionine3018 1.14 Nefopam 52543011 1.19 N-FMOC-Alanine3011 1.20 N-FMOC-Leucine 138003011 1.10 N-FMOC-Phenylalanine 137963011 1.12 N-FMOC-Valine 137983126 1.25 N-Formylmethionine 137223020 1.12 N-Formylphenylalanine 138023126 1.37 N-Formylvaline 137213018 1.05 Nicardipine 139043014 1.10 Nicotine 136733126 1.23 Normetanephrine 141603126 1.95 Norvaline 140293126 1.28 Octopamine 138573126 1.38 Ornithine 140413014 1.08 Oxprenolol 138263126 1.63 Pantoicacid 141173014 1.11 Pantolactone 141183012 1.13 2-Phenylbutyricacid 139493126 1.26 3-Phenyllacticacid 139433001 — Phenothrin 139923010 1.08 2-Phenoxypropionicacid 139393126 1.26 Phenylalanine 137403001 1.12 2-Phenylbutyrophenone 139993001 1.14 2-Phenylcyclohexanone 139863005 1.08 trans-2-Phenyl-1-cyclopropanecarboxylicacid3014 1.08 1-Phenylethylamine 138753126 1.78 Phenylglycine 137483126 1.26 3-Phenyllacticacid3001 1.05 2-Phenylpropionicacid 139333014 1.06 1-Phenyl-2-(p-tolyl)ethylamine 138883022 1.12 Pindolol 138313126 1.80 Pipecolicacid 140313019 — Prallethrin 141273005 1.13 Pranoprofen 52443020 1.17 Prilocaine 136803014 1.18 Primaquine 52483005 1.45 Proglumide 136853126 2.50 Proline 140113020 1.12 Promethazine 13688

3022 1.11 Propranolol 138133011 1.52 o-Pyrene-1-carbonyllacticacid 139523011 1.97 o-Pyrene-1-carbonylmandelicacid 139553011 1.72 o-Pyrene-1-carbonyl2-hydroxybutyricacid 139583011 1.55 o-Pyrene-1-carbonylleucicacid 139593014 1.12 PTH-valine 137333022 1.33 Quinacrine 136953001 — Resmethrin 139943022 1.33 Salbutamol(Albuterol) 52643126 1.17 Serine 140163022 1.10 Synephrine 137003126 1.19 Synephrine 138713126 6.44 Tartarticacid 141003019 1.18 Terallethrin 141233020 1.16 Terbutaline 138523126 1.81 tert-Leucine 140743126 1.06 Tetrahydro-2-furancarboxylicacid 141103001 — Tetramethrin 138523022 1.10 Thioridazine 137113126 1.20 Threonine 140433018 2.13 Tolperisone 138943126 1.10 trans-1,2-Diaminocyclohexane 140673001 1.41 2,2,2-Trifluoro-1-(9-anthryl)ethanol 139733020 1.11 Trimepramine3020 1.17 Trimeprazine3022 1.10 Tropicamide 137153126 1.11 Tryptophan 137373126 1.34 Tyrosine 137433020 1.29 Uniconazole 52423126 1.91 Valine 140063022 1.15 Verapamil 139103022 1.03 Warfarin 137203012 1.16 Z-Alanine 137523010 1.12 Z-Asparagine 137593011 1.17 Z-Leucine 137313011 1.13 Z-Norvaline 137553012 1.08 Z-Phenylalanine 137613011 1.09 Z-Serine 137583012 1.07 Z-Valine 13754

Chirex I Separation I I Phase Factor (α) Compound app ID No.

Chirex Chiral HPLC Applications (cont'd)This is only a partial list of applications. Many other applications are available.

A dash ("—") under separation factor indicates the compound has more than one chiral center. Separation involves more than one enantiomeric pair.

116 Phenomenex

HPLC

CHIReX® CHIRaL COLUMNS

Chi

rex

Chi

ral

& C

olu

mb

us

forID:2.0–3.0mm

ORDERING INFORMATION 5 μm Starter™ Columns (mm)

Chirex Phase Bond Linkage 50 x 4.6Phase Description Type Type

3001 I (R)-PGLYandDNB I Covalent I Amide I 00B-3001-E03010 (S)-VALandDNAn Covalent Urea 00B-3010-E03011 (S)-LEUandDNAn Covalent Urea 00B-3011-E03014 (S)-VALand(R)-NEA Covalent Urea 00B-3014-E03018 (S)-PROand(R)-NEA Covalent Urea 00B-3018-E03019 (S)-LEUand(S)-NEA Covalent Urea 00B-3019-E03020 (S)-LEUand(R)-NEA Covalent Urea 00B-3020-E03022 (S)-ICAand(R)-NEA Covalent Urea 00B-3022-E03005 (R)-NGLYandDNB Covalent Amide 00B-3005-E03126 (D)-Penicillamine Ion-Metal LigExchange 00B-3126-E0 3012 (R)-PGLYandDNAn Covalent Urea 00B-3012-E0

5 μm Analytical and Guard Columns (mm) Analytical Guards

Chirex Phase Bond Linkage 150 x 2.0 250 x 2.0 150 x 4.6 250 x 4.6 30 x 4.6 Phase Description Type Type

3001 I (R)-PGLYandDNB I Covalent I Amide — I 00G-3001-B0 I 00F-3001-E0 I 00G-3001-E0 03A-3001-E03010 (S)-VALandDNAn Covalent Urea — — 00F-3010-E0 00G-3010-E0 03A-3010-E03011 (S)-LEUandDNAn Covalent Urea — — 00F-3011-E0 00G-3011-E0 03A-3011-E03012 (R)-PGLYandDNAn Covalent Urea — — 00F-3012-E0 00G-3012-E0 03A-3012-E03014 (S)-VALand(R)-NEA Covalent Urea — 00G-3014-B0 — 00G-3014-E0 03A-3014-E03018 (S)-PROand(R)-NEA Covalent Urea — — 00F-3018-E0 00G-3018-E0 03A-3018-E03019 (S)-LEUand(S)-NEA Covalent Urea — — 00F-3019-E0 00G-3019-E0 03A-3019-E03020 (S)-LEUand(R)-NEA Covalent Urea 00F-3020-B0 — 00F-3020-E0 00G-3020-E0 03A-3020-E03022 (S)-ICAand(R)-NEA Covalent Urea 00F-3022-B0 00G-3022-B0 00F-3022-E0 00G-3022-E0 03A-3022-E0

3005 (R)-NGLYandDNB Covalent Amide — 00G-3005-B0 00F-3005-E0 00G-3005-E0 03A-3005-E0

3126 (D)-Penicillamine Ion-Metal LigEx 00F-3126-B0 00G-3126-B0 00F-3126-E0 00G-3126-E0 03A-3126-E0

See p. 90 for Chiral Method Development Kits.

See p. 345 for HPLC Column Chiller/Heater System (8-70 °C).

See p. 88 for Chiral Column Performance Check Standards.

Preparative Columns and Bulk Media are available in 15 and 30 μm particle sizes. Call for information on pricing and availability. Detailed notes on Care and Use, as well as performance testing, are provided with each column.

• For new methods, we recommend Gemini HPLC columns p. 126

Material CharacteristicsPacking Particle Pore Surface Carbon EndMaterial Shape/size(μm) size(Å) Area(m2/g) Load(%) CappingColumbusC8 Spher.5 110 375 13 DoubleColumbusC18 Spher.5 110 375 19 Double

5 μm Solvent Saving Columns (mm) SecurityGuard™Cartridges 50 x 3.2 100 x 3.2 150 x 3.2 250 x 3.2 4 x 3.0 mm Phases

C18 I 00B-4108-R0 I 00D-4108-R0 I 00F-4108-R0 I 00G-4108-R0 AJ0-4287

ORDERING INFORMATION

5 μm Analytical Columns (mm) SecurityGuard™Cartridges 30 x 4.6 50 x 4.6 100 x 4.6 150 x 4.6 250 x 4.6 4 x 3.0 mm Phases

C8 I — I — I 00D-4187-E0 I 00F-4187-E0 I 00G-4187-E0 AJ0-4290C18 00A-4108-E0 00B-4108-E0 00D-4108-E0 00F-4108-E0 00G-4108-E0 AJ0-4287

5 μm Microbore and LC/MS Columns (mm) SecurityGuard™Cartridges 30 x 2.0 50 x 2.0 100 x 2.0 150 x 2.0 4 x 2.0 mm Phases

C8 I 00A-4187-B0 I 00B-4187-B0 I 00D-4187-B0 I — AJ0-4289C18 00A-4108-B0 00B-4108-B0 00D-4108-B0 00F-4108-B0 AJ0-4286

forID:3.2–8.0mm

forID:3.2–8.0mm

SecurityGuard™AnalyticalCartridgesrequireuniversalholderPartNo.:KJO-4282

COLUMBUS™

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