CLS_CHIRAL_Catalogue

Chiral Chromatography HPLC/UHPLC Columns Chiral LC & SFC Chromatography Columns Chiral column chromatography is a variant of column chromatography in which the stationary phase contains a single enantiomer of a chiral compound rather than being achiral. The two enantiomers of the same analyte compound differ in affinity to the single- enantiomer stationary phase and therefore they exit the column at different times. The chiral stationary phases consist of a suitable chiral compound attached to the surface of an achiral support such as silica gel, which creates a Chiral Stationary Phase (CSP). The most common chiral stationary phases are based on polysaccharides such as cellulose or amylose. Other common chiral stationary phases are cyclodextrin, protein, enzyme, crown ether, anion-exchange, ligand exchange, etc. Polysaccharide CSPs (Cellulose and Amylose) Cellulose and amylose are linear polymers of optically active glucose units with molecular weights of 250,000 to 1,000,000 Da. Crosslinked derivatives of these materials coated onto silica give unique chiral selectivity. Their chiral recognition properties depend on the “steric fit” of guest enantiomers into the materialʼs cavities. Choice of eluent is the key factor affecting chiral recognition. Immobilized CSPs allow the use of a more robust and expanded range of solvents and bring new selectivity and higher sample solubility relative to conventionally polysaccharide coated CSPs. Traditional coated polysaccharide CSPs are limited in the solvents that may be used in the mobile phase and as sample diluents, but have been used widely and are part of many chiral separation reference methods. Protein Bound Proteins are high molecular weight polymers containing chiral sub-units. When bound to silica they act as very effective CSPs. The binding or complexation of small enantiomeric molecules is often stereospecific, especially for serum proteins such as α1-acid glycoprotein (AGP) or human serum albumin (HSA). Protein immobilized CSPs are typically used in buffered aqueous eluents compatible with many biological samples. They offer good selectivity. Enantiomer retention and stereoselectivity can often be significantly altered by changes in eluent pH or modifier concentration. They are primarily analytical columns, however can also be used for semi-preparative separations. Brush-Type Although “brush-type” (Pirkle) chiral selectors are relatively simple molecules, their well defined structure contains three types of functional groups capable of participating in charge transfer (π-π bonding), hydrogen bonding (“dipole stacking” interactions) and steric effects. The monolayer of chiral selector covalently bound to the silica surface usually gives a column of relatively high capacity and efficiency but often with limited chiral discrimination ability. Since the synthesis of the popular D-3,5-dinitrobenzoylphenylglycine phase, significant numbers of these multiple interaction CSPs have been synthesized. Polyaromatic hydrocarbon derivative CSPs are the most recent additions to the range. All “brush-type” phases are typically used with normal-phase eluents. Ligand Exchange Ligand exchange chiral phases are characterized by the attachment of a chiral chelating ligand to the stationary support. In the presence of an appropriate transition metal cation such as copper (ll), a molecular complex is formed with the chiral stationary phase ligand and the analyte. Compounds that are suitable for chiral ligand exchange are α-amino acids, hydroxy acids and small peptides. Crown Ether Chiral recognition with crown ether phases is achieved when a complex is formed between the crown ether and an ammonium ion from the analyte. These phases are used for solutes with a primary amino group at or near its chiral centre, such as amino acids and amino alcohols. Cyclodextrin Inclusion Cyclodextrins are a class of oligosaccharides containing six to twelve optically active glucose units. They are covalently bound to silica to form the corresponding CSP. The physical shape of these molecules is that of a truncated cone, the internal diameter of which is proportional to the number of glucose units. The interior of the cavity is relatively hydrophobic. Secondary hydroxyl groups at the entrance to the cavity contribute to the separation process. The relative stability of the inclusion complexes formed by the enantiomers of the guest molecule at the edge of the cyclodextrin cavity dictates the degree of separation. β-Cyclodextrin and its derivatives are the most commonly used CSPs of this type. Cyclodextrin CSPs are used in reversed-phase and are suitable for preparative separations. 1 888-226-2775 :: [email protected] :: www.lifescience.ca CANADIAN I-1 LIFE SCIENCE

Chromatographie Chirale Chiral Phases Colonnes HPLC/UHPLC Phase Manufacturer Chiral Type Chiral Selector Chromatography Applications Mode CHIRALPAK® AGP Protein α1-acid glycoprotein Reversed-phase enantiomeric CHIRALPAK CBH Enzyme Cellobiohydrolase HPLC separations, pH variation useful tool CHIRALPAK HSA Protein HPLC CHIRALPAK BSA Protein Human Serum Albumin HPLC CHIRALPAK DSA Protein Bovine Serum Albumin HPLC CHIRALPAK MSA Protein HPLC CHIRALPAK RSA Protein Dog Serum Albumin HPLC CHIRALCEL® OA, OB, OC, Mouse Serum Albumin HPLC OD, OF, OG, OJ, OK, OX, OZ CHIRALPAK AD, AS, AY, AZ Rat Serum Albumin CHIRALPAK IA CHIRALPAK IB Cellulose Cellulose derivative HPLC/SFC CHIRALPAK IC CHIRALPAK ID Daicel Amylose Amylose derivative HPLC/SFC CHIRALPAK IE Amylose Immobilized Amylose derivative HPLC/SFC CHIRALPAK IF Cellulose Immobilized Cellulose derivative HPLC/SFC Chiral enantiomeric separations, CHIRALPAK IG Cellulose Immobilized Cellulose derivative HPLC/SFC broad application range CHIRALPAK IH Amylose Immobilized Amylose derivative HPLC/SFC CHIRALPAK QD-AX Amylose Immobilized Amylose derivative HPLC/SFC Chiral enantiomeric CHIRALPAK QN-AX Amylose Immobilized Amylose derivative HPLC/SFC separations of acids Amylose Immobilized Amylose derivative HPLC/SFC Chiral enantiomeric separations, CROWNPAK® Amylose Immobilized Amylose derivative HPLC/SFC amino acids, primary amines Anion-Exchange Chiral enantiomeric separations, Nucleodex ß-OH Anion-Exchange Quinidine derivative HPLC suitable for optical and structural Nucleodex α-PM Quinine derivative HPLC Nucleodex ß-PM Crown Ether isomers Nucleodex γ-PM 18-crown-6 type crown ether HPLC Chiral enantiomeric separations, amino Macherey-­ Nagel Cyclodextrin Nucleosil Chiral-1 Shodex α−Cyclodextrin HPLC acids and acid hydroxyl groups Ligand β−Cyclodextrin HPLC Chiral enantiomeric separations, ORpak CDBS-453 Exchange γ−Cyclodextrin HPLC Cyclodextrin β−Cyclodextrin HPLC broad application range ORpak CRX-853 Amino Acid Chiral enantiomeric separations, L-Amino Acid HPLC suitable for amino acids, hydroxyl acids, Resolvosil BSA-7PX CHIRALFLASH IA β-Cyclodextrin derivative HPLC and their derivatives CHIRALFLASH IC Amino acids and carboxylic acids CHIRALFLASH ID L-Amino Acid derivative HPLC CHIRALFLASH IE Chiral enantiomeric CHIRALFLASH IF Macherey­-Nagel Protein Bovine Serum Albumin HPLC separations, broad application range CHIRALFLASH IG Daicel Amylose Immobilized Amylose derivative MPLC Cellulose Immobilized Cellulose derivative MPLC GC chiral Inertcap Chiramix GL Sciences Amylose Immobilized Amylose derivative MPLC enantiomeric separations Chrom4 Amylose Immobilized Amylose derivative MPLC ChromCyclodexβ-DAC Amylose Immobilized Amylose derivative MPLC GC chiral enantiomeric separations ChromCyclodexγ-DAC Amylose Immobilized Amylose derivative MPLC ChromCyclodexβ-DET ChromCyclodexβ-DMP Cyclodextrin Cyclodextrin derivatives GC ChromCyclodexβ-DMT ChromCyclodexγ-DET Cyclodextrin Diacetyl tertbutylsilyl-β-Cyclodextrin GC Cyclodextrin Diacetyl tertbutylsilyl-γ-Cyclodextrin GC Cyclodextrin Diethyl tertbutylsilyl-β-Cyclodextrin GC Cyclodextrin GC Cyclodextrin Dimethyl pentyl-β-Cyclodextrin GC Cyclodextrin Dimethyl tertbutylsilyl-β-Cyclodextrin GC Diethyl tertbutylsilyl-γ-Cyclodextrin I-2 CANADIAN 1 888-226-2775 :: [email protected] :: www.lifescience.ca LIFE SCIENCE

Chiral Chromatography USP Specific Analysis USP Code Column Name USP Specification Analysis Drug Chemical Name Drug Brand Name HPLC/UHPLC Columns (Pending/Official) L32 CHIRALPAK WH, Nucleosil Chiral-1 Fluorodopa FDOPA L40 CHIRALCEL OD and OD-H Limit of Organotin Efavirenz Sustiva L41 Limit of efavirenz R-enantiomer Voriconazole VFEND CHIRALPAK AGP Limit of voriconazole-related compound B Atomoxetine Hydrochloride Strattera L45 Limit of atomoxetine S-enantiomer Valsartan Diovan Nucleodex ß-OH, Nucleodex ß-PM, Limit of valsartan-related compound A Irinotecan Hydrochloride Camptosar L51 and Shodex ORpak CDBS-453 Limit of irinotecan hydrochloride enantiomer Ropivacaine Naropin L66 Limit of ropivacaine-related compound B Galantamine Hydrobromide Razadyne L70 CHIRALPAK AD, AD-H and AD-3 Limit of galantamine 4R, 8R-stereoisomer Montelukast Sodium Singulair Limit of montelukast S-enantiomer Tenofovir Disoproxil Fumarate Viread CROWNPAK CR(+) Limit of tenofovir disoproxil-related compound CHIRALCEL OC-H Limit of Fexofenadine Related Compound B Fexofenadine Hydrochloride Allegra Limit of Voriconazole Related Compound F Voriconazole Vfend, others Limit of Glycopyrrolate Erythro Isomer RS Glycopyrrolate Robinul, Seebri and Glycopyrrolate RS Sertraline Hydrochloride Zoloft, and others Limit of Sertraline Hydrochloride RS and Lamivudine Epivir Related Compound A RS Limit of Lamivudine enantiomer Abacavir Sulfate Ziagen Limit of abacavir enantiomer Levetiracetam Keppra Limit of levetiracetam R-enantiomer Tolterodine Tartrate Detrol Limit of tolterodine S-enantiomer Atorvastatin Calcium Lipitor Limit of atorvastatin 3S, 5S-steriomer Fulvestrant Faslodex Measurement of diastereoisomeric ratio Paroxetine Hydrochloride Paxil Limit of paroxetine-related compound C Briznolamide Azopt Limit of brinzolamide-related compound A Darifenacin Hydrobromide Enablex Enantiomeric Purity Valacyclovir Hydrochloride Valtrex Limit of valacyclovir D-isomer Oxaliplatin Eloxatin Limit of oxaliplatin-related compound D Trexall, Rheumatrex, others L75 Resolvosil BSA Enantiomeric Purity Methotrexate Calcium Supplements L79 CHIRALPAK HSA Enantiomeric Purity Calcium L-5- Methyltetrahydrofolate Aromasin L80 CHIRALCEL OJ, OJ-H, and OJ-3 Limit of Exemestane Exemestane Plavix To be specified Clopidogral Bisulfate Frova L90 CHIRALPAK AS, AS-H, and AS-3 Enantiomeric Purity Frovatriptan Succinate Zetia L93 CHIRALCEL OD-RH, and OD-3R To Be Specified Ezetimibe Enablex L99 CHIRALPAK IA and IA-3 To Be Specified Darifenacin Hydrobromide Aleve, Naprosyn L102 (S,S) Whelk-O 1 To Be Specified Naproxen Crestor L107 CHIRALCEL OJ-RH and OJ-3R To Be Specified Rosuvastatin Calcium EpiPen, Adrenalin L108 CHIRALPAK CBH Enantiomeric Purity Epinephrine Bitartrate Lysine L117 CROWNPAK CR(-) Identification and Related compound Lysine Vytorin L119 CHIRALPAK IC and IC-3 Organic Impurities Ezetimibe and Simvastin L## (To be Xalatan assigned) CHIRALCEL OD-R Assay and Organic Impurities Latanoprost 1 888-226-2775 :: [email protected] :: www.lifescience.ca CANADIAN I-3 LIFE SCIENCE

Chromatographie Chirale Colonnes HPLC/UHPLC HPLC Screening Strategy - Immobilized Polysaccharides (Organic Solvents) SAMPLE NATURE? Choose Mobile Phase AddiƟve Alkane / 2-PrOH Alkane / EtOH Alkane / DCM / EtOH MtBE / EtOH 80/20 80/20 50/50/1 98/2 k2 < 1 1< k2 < 10 k2 > 10 k2 < 1 1 < k 2 < 10 k2 < 10 Increase No or Baseline Decrease Add or No or Baseline Increase % Alkane ParƟal ResoluƟon % Alkane Increase ParƟal ResoluƟon % DCM or ResoluƟon % Alkane ResoluƟon Alcohol Other Solvents and Other Solvents and Other Columns Eliminate Other Columns Decrease EtOH % Alkane METHOD DELIVERY HPLC Screening Strategy - Coated Polysaccharides (Organic Solvents) SAMPLE NATURE? Choose Mobile Phase AddiƟve Alkane / 2-PrOH Alkane / EtOH ACN / Alcohol 80/20 80/20 100/0 k2 < 1 1 < k 2 < 10 k2 > 10 k2 < 10 k2 > 10 No or ParƟal Add or Increase Increase No or Baseline Decrease ResoluƟon Baseline % Alkane ParƟal ResoluƟon % Alkane ResoluƟon Alcohol ResoluƟon Switch to Change the Alcohol MeOH or EtOH or Other Solvents No or ParƟal Other Columns Their Mixtures ResoluƟon Other Solvents METHOD DELIVERY Other Columns I-4 CANADIAN 1 888-226-2775 :: [email protected] :: www.lifescience.ca LIFE SCIENCE

Chiral Chromatography HPLC Screening Strategy - Immobilized Polysaccharides (Water Compatible Mobile Phases) Acidic Compounds Neutral Compounds Basic Compounds HPLC/UHPLC Columns Aqueous SoluƟon pH 2 Water Aqueous SoluƟon pH 9 (HCOOH) + (20 mM N+H4HCO3) + 40% ACN 40% ACN 40% ACN or or or 60% MeOH 60% MeOH 60% MeOH k2 < 1 1 < k 2 < 10 k2 > 10 Increase Decrease No Baseline % Organic % Organic or ParƟal ResoluƟon Solvent ResoluƟon Solvent Other Solvents Other AddiƟves Other Columns METHOD DELIVERY HPLC Screening Strategy - Coated Polysaccharides (Water Compatible Mobile Phases) Acidic Compounds Neutral Compounds Basic Compounds Aqueous SoluƟon pH 2 Water Aqueous SoluƟon pH 9 + (HCOOH) (20 mM N+H4 HCO3 ) + 40% ACN 40% ACN or or 40% ACN 60% MeOH or 60% MeOH 60% MeOH k2 < 1 1 < k 2 < 10 k2 > 10 Increase Decrease No Baseline % Organic % Organic or ParƟal ResoluƟon Solvent ResoluƟon Solvent Other Solvents Other AddiƟves Other Columns METHOD DELIVERY 1 888-226-2775 :: [email protected] :: www.lifescience.ca CANADIAN I-5 LIFE SCIENCE

Chromatographie Chirale Colonnes HPLC/UHPLC HPLC Screening Strategy - Protein-Based Chiral Phases - CHIRALPAK AGP (Water Compatible Mobile Phases) StarƟng condiƟon 10 mM Ammonium Acetate Buffer (pH 5.80) / 2-PrOH = 95 / 5 (v/v) Baseline (N) (A) acidic compounds (A)(B) (B) basic compounds (N) neutral compounds k2 < 1-2 1-2 < k2 < 15 k2 > 15 (A) pH 4.5 (A) pH 4.5 (B) pH 7.0 (B) pH 7.0 Rs = 0 Baseline Baseline Adjust ParƟal (Rs < 2) Baseline 2-PrOH (0-15%) Baseline Baseline Rs < 2 METHOD DELIVERY ACN, EtOH, MeOH (≤15%) Rs < 2 Buffer concentraƟon (10-100 mM) Rs < 2 Charged addiƟves Rs < 2 Other Columns CHIRALPAK® HSA, CHIRALPAK ® CBH or other Daicel columns TYPICAL CHROMATOGRAPHIC CONDITIONS Column size: 4.0 mm i.d. x 100 mm long Temperature: 20°C Flow rate: 0.9 mL/min Sample concentration: 0.1 mg/mL Injection: 5 μL To preserve the column life, it is recommended to operate at temperatures ≤ 30°C. I-6 CANADIAN 1 888-226-2775 :: [email protected] :: www.lifescience.ca LIFE SCIENCE

Chiral Chromatography Screening Strategy - CHIRALPAK ZWIX(+) AND CHIRALPAK ZWIX(-) MeOH / ACN / H2O MeOH / THF / H 2O HPLC/UHPLC Columns 49:49:2 49:49:2 With 25 mM Formic Acid and With 25 mM Formic Acid and 25 mM Ammonium Formate 25 mM Ammonium Formate Baseline k2 < 2 k2 > 8 Baseline Baseline Baseline Baseline Reduce MeOH% Increase MeOH% Baseline ACN% or THF% (60-80%) MeOH / H2 O (98:2 – 80:20) Reduce Flowrate * Increase AddiƟve Amount 0.2 mL/min for 3.0 mm i.d. Column 50 mM Formic Acid + 0.4 mL/min for 4.0 mm i.d. Column 50 mM Ammonium Formate Use Longer Column Add Acid ** 250 x 3.0 mm or 250 x 4.0 mm AceƟc Acid (2-8%) in the Mobile Phase Increase Temperature e.g. T + 45°C METHOD DELIVERY Reversal of EluƟon Order? METHOD DELIVERY Yes 50 mM Formic Acid + 25 mM Diethyl Amine (DEA) **CH3COOH (AceƟc Acid) as addiƟves if no compaƟbility LC-MS needed. CHIRALPAK ZWIX (-) in combinaƟon with DEA (25-50 mM) *To reach the opƟmal linear velocity (µ) METHOD DELIVERY TFA should be avoided (µ opt. = 0.5 mm/s) TYPICAL CHROMATOGRAPHIC CONDITIONS Column size: 4.0 mm i.d. x 150 mm long Flow rate: 0.8-1.0 mL/min Column size: 3.0 mm i.d. x 150 mm long Flow rate: 0.4-0.5 mL/min Temperature: 25 °C 1 888-226-2775 :: [email protected] :: www.lifescience.ca CANADIAN I-7 LIFE SCIENCE

Chromatographie Chirale Colonnes HPLC/UHPLC SFC Primary Screening Strategy – Immobilized Polysaccharide SAMPLE NATURE? Choose Mobile Phase AddiƟve CO280/ /M20eOH CO820//E2t0OH CO28/02/2-P0rOH CO720//3A0CN k2 < 1.5 1.5 < k2 < 15 k2 > 15 Increase Decrease % CO2 No or Baseline ParƟal ResoluƟon % CO2 ResoluƟon Try Secondary Screening METHOD DELIVERY SFC Primary Screening Strategy – Coated Polysaccharide SAMPLE NATURE? Choose Mobile Phase AddiƟve CO2 / MeOH CO2 / EtOH CO2 / 2-PrOH CO2 / ACN 80/20 80/20 80/20 70/30 k2 < 1.5 1.5 < k2 < 15 k2 > 15 Increase Decrease % CO 2 No or Baseline ParƟal ResoluƟon % CO2 ResoluƟon Try Secondary Screening METHOD DELIVERY I-8 CANADIAN 1 888-226-2775 :: [email protected] :: www.lifescience.ca LIFE SCIENCE

Chiral Chromatography HPLC/UHPLC Columns Daicel Chiral Columns Daicel chiral columns are essential tools in the pharmaceutical industry and are recognized for their versatility and durability when used for high-performance liquid chromatography (HPLC) and supercritical fluid chromatography (SFC) chiral separations. CHIRALPAK® and CHIRALCEL® are well known as chiral chromatography columns. These products are trademarks of Daicel. Their product pipeline is used to separate chiral compounds such as pharmaceuticals, organic chemicals, natural products and agrochemicals. Columns are packed with Chiral Stationary Phases (CSPs) which are based upon chiral selectors produced by derivatization of amylose or cellulose polymers. The chiral selectors are divided into two distinct groups: the new generation of immobilized phases and traditional coated phases. The original Daicel CSPs were formed by coating the chiral polymer from the derivatization of cellulose on 10 µm diameter silica. Subsequently, CHIRALCEL OD, CHIRALCEL OJ, CHIRALCEL OB, and CHIRALCEL OC have now been effectively superseded by products made with higher-efficiency 5 µm particles. These CSPs are designated, OD-H, OJ-H, OB-H and OC-H. Because these CSPs are made by coating the polymer on the silica, any solvent that will dissolve the polymer will remove the coating and damage the CSP. Recent product developments consist of immobilized CSP, CHIRALPAK® IA, IB, IC, ID, IE, IF, IG and IH. These allow use of a wider range of chromatographic solvents. CHIRALPAK® and CHIRALCEL® are available in a variety of column dimensions and packed with CSPs of various particle sizes. 1 888-226-2775 :: [email protected] :: www.lifescience.ca CANADIAN I-9 LIFE SCIENCE

Chromatographie Chirale Colonnes HPLC/UHPLC Chiral Selectors Names & Structures Structures of Commercially Available Polysaccharide Chiral Stationary Phases AMYLOSE DERIVATIVES OR CELLULOSE DERIVATIVES OR O RO O O RO OR n RO O n IIIMMMMMMOOOBBBIIILLLIIIZZZEEEDDDPPPOOOLLLYYYSSSAAACCCCCCHHHAAARRRIIIDDDEEESSSEEELLLEEECCCTTTOOORRRSSS PRIMARY SCREENING SET PPRRIMIMAARRYYSSCCRREEEENNININGGSSEETT CHIRALPAK IA L99 CHIRALPAK IB CHIRALPAK IC CHIRALPAK IG CCHHIRIRAALLPPAAKKIAIA CCHHIRIRAALLPPAAKKIBIB CCHHIRIRAALLPPAAKKICIC CCHHIRIRAALLPPAAKKIGIG O CH 3 CI O CH 3 CH 3 CCHH3 3 CCHH3 3 O CCHH33 O CCI I OO OO tris (3,5-RdRR=i==chOlOorHNoHNHNphenylcarbCCCaIIImate) tris (3-chloRRrR=o==-5O-mO eNHHNHNthylphenylCcCCaIIIrbamate) tris (3,5-RdRR=i==methHNyHNHNlphenylcarCbCCHaHHm333ate) tris (3,5R-RRd===imethNHHNyNHlphenylcarCCbCHHaH3m33 ate) trtirsis(3(3,5,5-d-dimimeeththyylplphheennyylclcaarbrbaammaatete)) trtirsis(3(3,5,5-d-dimimeeththyylplphheennyylclcaarbrbaammaatete)) trtirsis(3(3,5,5-d-dicichhlolororopphheennyylclcaarbrbaammaatete)) trtirsis(3(3-c-chhlolororo-5-5-m-meeththyylplphheennyylclcaarbrbaammaatete)) CHIRALPAK ID CHIRALPAK IE CHIRALPAK IF CHIRALPAK IH CCHHIRIRAALLPPAAKKIDID CCHHIRIRAALLPPAAKKIEIE CCHHIRIRAALLPPAAKKIFIF CCHHIRIRAALLPPAAKKIHIH O CI CI O CH 3 O CCI I R= OO NHNHNH CI OO O CCI I CH 3 R= OO NHNHHN CCHH33 RR== CCI I tris (3,5-RdRR=i==chlorHNoNHHNphenylcarbCCCaIIImate) OO CCHH3 3 RR== trtirsis(3(3,5,5-d-dicichhlolororopphheennyylclcaarbrbaammaatete)) tris (3-chlorophenylcarbamate) tris (3-chlorRRoR==-=4-meHNtNHNHhylphenylcarbamate) tris (S)-α-methylbenzylcarbamate trtirsis(3(3-c-chhlolororopphheennyylclcaarbrbaammaatete)) trtirsis(3(3-c-chhlolororo-4-4-m-meeththyylplphheennyylclcaarbrbaammaatete)) trtirsis(S(S)-)α-α-m-meeththyylblbeennzzyylclcaarbrbaammaatete CCCOOOAAATTTEEEDDDPPPOOOLLLYYYSSSAAACCCCCCHHHAAARRRIIIDDDEEESSSEEELLLEEECCCTTTOOORRRSSS CHIRALPAK AD L51 CHIRALPAK AS L90 CHIRALPAK AY CHIRALPAK AZ CCHHIRIRAALLPPAAKKAADD CCHHIRIRAALLPPAAKKAASS CCHHIRIRAALLPPAAKKAAYY CCHHIRIRAALLPPAAKKAAZZ CI CH 3 CI O CCHH33 O CH 3 O CCI I OO OO HNNHHN CCHH33 O CCI I CH 3 tris (3,5-RdRR=i==methNHyNHHNlphenylcarCbCCHaHHm333ate) R= OO OO CCHH3 3 trtirsis(3(3,5,5-d-dimimeeththyylplphheennyylclcaarbrbaammaatete)) RR== tris (5-chloroRR-R=2==-metHNhHNNHylpheCCnCHHyH3lc33arbamate) trtirsis(5(5-c-chhlolororo-2-2-m-meeththyylplphheennyylclcaarbrbaammaatete)) tris (3-chlorRRoR==-=4-meNHtNHNHhylphenylcarbamate) tris (S)-α-methylbenzylcarbamate trtirsis(S(S)-)α-α-m-meeththyylblbeennzzyylclcaarbrbaammaatete trtirsis(3(3-c-chhlolororo-4-4-m-meeththyylplphheennyylclcaarbrbaammaatete)) CHIRALCEL OB CHIRALCEL OC CHIRALCEL OD CHIRALCEL OF CHIRALCEL OA CCHHIRIRAALLCCEELLOOBB CCHHIRIRAALLCCEELLOOCC CCHHIRIRAALLCCEELLOODD CCHHIRIRAALLCCEELLOOFF CCHHIRIRAALLCCEELLOOAA O CH 3 O O CCHH3 3 O CI O OO OO CCI I OO R= tris R(RR=p==henyHNlNHcNHarbamate) OO NHNHHN R= CH 3 RR== trtirsis(p(phheennyylclcaarbrbaammaatete)) OO R= RR== CCHH33 tris (3,5-diRmRR==e=thylpNHHNHNhenylcarbaCmCCHHHa3t33e) RR== Tribenzoate Triacetate TTrirbibeennzzooaatete tris (4-chlorophenylcarbamate) TTriraiacceetatatete trtirsis(3(3,5,5-d-dimimeeththyylplphheennyylclcaarbrbaammaatete)) trtirsis(4(4-c-chhlolororopphheennyylclcaarbrbaammaatete)) CHIRALCEL OJ CHIRALCEL OK CHIRALCEL OX CHIRALCEL OZ CHIRALCEL OG CCHHIRIRAALLCCEELLOOJJ CCHHIRIRAALLCCEELLOOKK CCHHIRIRAALLCCEELLOOXX CCHHIRIRAALLCCEELLOOZZ CCHHIRIRAALLCCEELLOOGG CH 3 CI O O CH 3 R= OO R= OO O CCHH33 CI O CCI I CH 3 O CCHH3 3 RR== CH 3 RR== OO CCI I OO CCHH3 3 OO R= HNNHNH CCHH3 3 Tricinnamate tris (4-chloRrRRo===-3-meHNHNHNthylphenylcarbamate) tris (3-chloRrRRo===-4-meHNNHHNthylphenylcarbamate) RR== tris (4-methylbenzoate) TTrircicininnnaammaatete trtirsis(4(4-m-meeththyylblbeennzzooaatete)) tris (4-methylphenylcarbamate) trtirsis(4(4-c-chhlolororo-3-3-m-meeththyylplphheennyylclcaarbrbaammaatete)) trtirsis(3(3-c-chhlolororo-4-4-m-meeththyylplphheennyylclcaarbrbaammaatete)) trtirsis(4(4-m-meeththyylplphheennyylclcaarbrbaammaatete)) PSSPPSEREERRLLOLOOEEETTCTCCEEETTTIIOINOONNR-RR--BBBSSSAAASSSEEEDDD SZSSWEEELILLTEETEECCCRTITTOOOONRRERXSSSCHFFFAOOONGRRRERSSSPPPEEECCCIIIAAALLLAAAPPPAPPPNLLILOIIICNCCAEAAXTTCTIHIIOOOANNNNGSESSR LIGAND EXCHANGER CROWN ETHER AND CHIRALPAK AGP ZZWWITITTTEERRIOIONNEEXXCCHHAANNGGEEROR AANNIOIONNEEXXCCHHAANNGGEERR LLIGICGHAAIRNNADDLPEAEXKXCCMHHAAA(N+N)GGEERR CICMRROMOWWONBNIELETIZTHEHEDERRCARANONDWD N ETHER CCHHIRIRAALLPPAAKKAAGGPP IMIMMMOOBBILILIZIZEEDDCCRROOWWNNEETTHHEERR α1-acid glycoprotein S +N 888OO999OOO H 3R S SILICA CCHHIRIRAALLPPAAKKMMAA(+(+)) αα1-1a-accididgglylyccoopproroteteinin SSMeO + +NHN SSILILICICAA O CROWNPAK C R(+) | CROWNPAK CR- I(+) H 888H+N+H+NNHHH344SR34SRSOOO SS CCRROOWWNNPPAAKKCC RR(+(+))||CCRROOWWNNPPAAKKCCRR-- I(I+(+)) CHIRALPAK CBH MMeeOO HH HNNHNH O HH9 X– HHH33C3CCNNNOOOOOHHH CCHHIRIRAALLPPAAKKCCBBHH OO XCXH– –3 O CHIRALPAK ZWIX(+) N O 99 CCHH3 3 O OO O cellobiohydrolase (stable enzyme) NN OOO OOO cceelllolobbioiohhyyddrorolalassee(s(statabbleleeennzzyymmee)) OO N OO O OO CHIRALPAK HSA CCHHIRIRAALLPPAAKKZZWWHNNHINHXIX(+(+2)\"S)SSOOO1\"131–\"3\"3–– NN OO CCHHIRIRAALLPPAAKKHHSSAA CHIRALPAK QN-AX human serum albumin CCHHIRIRAALLPPAAKKQQNN-A-AXX hhuummaannsseerurummaalblbuumminin 2\"2\" (1\"S, 2 \"S) O-9-( tert-butylcarbamoyl) quinine CHIRALPAK WH CROWNPAK C R(-) | CROWNPAK CR- I(-) Quinine-derive(d1(\"1(S\"8S, ,S22,\"S9\"S)R)) OO-9-9-(-(tetertr-tb-buutytylclcaarbrbaammooyyl)l)qquuininininee CCHHIRIRAALLPPAAKKWWHH CCRROOWWNNPPAAKKCC RR(-()-)||CCRROOWWNNPPAAKKCCRR-- I(I-()-) QQuuininininee-d-deerirviveedd(8(8SS, ,99RR)) O CHIRALPAK ZWIX(-) CHIRALPAK QD-AX N O O OO O CCHHIRIRAALLPPAAKKZZWWIXIX(-()-) CCHHIRIRAALLPPAAKKQQDD-A-AXX C uN2N+ OO OOO OOO CCuu2+2+ O OO O OO NHHNHN 2\"SSSOOO1\"131–\"3\"3–– O-9-( tert-butylcarbamoyl) quinidine 2\"2\" (1\"R, 2 \"R) OO-9-9-(-(tetertr-tb-buutytylclcaarbrbaammooyyl)l)qquuininididininee OO OO Quinidine-derive(1(d\"1R\"(R,8,2R2\",R\"9R) )S) QQuuininididininee-d-deerirviveedd(8(8RR, ,99SS)) I-10 UUUSSSPPPCCCOOODDDEEEDDDEEESSSIIIGGGNCNNAAAATTTIIIONOONNNASSSDIAN 1 888-226-2775 :: [email protected] :: www.lifescience.ca L32 LL4I0FE SCIENCEL41 L51 L51 L32 L40 L41

Chiral Chromatography CHIRALPAK® Polysaccharide Chiral Column Specifications Phase Name USP Designation Chiral Selector Separation Mode HPLC/UHPLC Columns IA, IA-3 L99 Amylose tris (3,5-dimethylphenylcarbamate) Normal & Reverse Phase IB/IBN, IB-3/IBN-3 N.A Cellulose tris (3,5-dimethylphenylcarbamate) Normal & Reverse Phase N.A Cellulose tris (3,5-dichlorophenylcarbamate) Normal & Reverse Phase IC, IC-3 N.A Normal & Reverse Phase ID, ID-3 N.A Amylose tris (3-chlorophenylcarbamate) Normal & Reverse Phase IE, IE-3 N.A Amylose tris (3,5-dichlorophenylcarbamate) Normal & Reverse Phase IF, IF-3 N.A Amylose tris (3-chloro-4-methylphenylcarbamate) Normal & Reverse Phase IG, IG-3 N.A Amylose tris (3-chloro-5-methylphenylcarbamate) Normal & Reverse Phase IH, IH-3 L51 Amylose tris ((S)-α-methylbenzylcarbamate) AD, AD-H, AD-3 N.A Amylose tris (3,5-dimethylphenylcarbamate) Normal Phase AD-RH, AD-3R L90 Amylose tris (3,5-dimethylphenylcarbamate) Reverse Phase AS, AS-H, AS-3 N.A Amylose tris ((S)-α-methylbenzylcarbamate) Normal Phase AS-RH, AS-3R N.A Amylose tris ((S)-α-methylbenzylcarbamate) Reverse Phase AY, AY-H, AY-3 N.A Amylose tris (5-chloro-2-methylphenylcarbamate) Normal Phase AY-RH, AY-3R N.A Amylose tris (5-chloro-2-methylphenylcarbamate) Reverse Phase AZ, AZ-H N.A Amylose tris (3-chloro-4-methylphenylcarbamate) Normal Phase AZ-RH, AZ-3R Amylose tris (3-chloro-4-methylphenylcarbamate) Reverse Phase CHIRALPAK® Chiral Column Ordering Information - (20 µm particle size) Dimensions Immobilized CHIRALPAK® phases (20 µm particle size) for HPLC/Semi-Prep/Prep ID x Length (mm) IA IBN IC ID IE IF IG 4.6 x 250 DA80225 DA88225 DA83225 DA84225 DA85225 DA86225 DA87225 10.0 x 250 DA80235 DA87235 20.0 x 50 DA80242 DA88235 DA83235 DA84235 DA85235 DA86235 20.0 x 250 DA80245 - 30.0 x 250 DA80275 DA88242 DA83242 DA84242 DA85242 DA86242 DA87245 50.0 x 250 DA80255 DA87275 50.0 x 500 DA80256 DA88245 DA83245 DA84245 DA85245 DA86245 DA87255 100.0 x 500 DA80266 DA87256 DA88275 DA83275 DA84275 DA85275 DA86275 DA87266 DA88255 DA83255 DA84255 DA85255 DA86255 DA88256 DA83256 DA84256 DA85256 DA86256 DA88266 DA83266 DA84266 DA85266 DA86266 Dimensions Immobilized CHIRALPAK® phases (20 µm particle size) for SFC ID x Length (mm) IA/SFC IBN/SFC IC/SFC ID/SFC IE/SFC IF/SFC IG/SFC 10.0 x 250 DA80935 DA88935 DA83935 DA84935 DA85935 DA86935 DA87935 20.0 x 250 DA80945 DA87945 30.0 x 250 DA80975 DA88945 DA83945 DA84945 DA85945 DA86945 DA87975 50.0 x 250 DA80955 DA87955 DA88975 DA83975 DA84975 DA85975 DA86975 DA88955 DA83955 DA84955 DA85955 DA86955 Dimensions CHIRALPAK® Coated phases (20 µm particle size) for HPLC/Semi-Prep/Prep/SFC ID x Length (mm) AD AY AZ AD/SFC AY/SFC AZ/SFC 4.6 x 250 DA19225 DA47225 DA61225 - - - 10.0 x 250 DA19235 DA61935 20.0 x 250 DA19245 DA47235 DA61235 DA19935 DA47935 DA61945 20.0 x 50 DA19242 DA61975 30.0 x 250 DA19275 DA47245 DA61245 DA19945 DA47945 DA61955 50.0 x 250 DA19255 50.0 x 500 DA19256 DA47242 DA61242 DA19975 DA47975 - 100.0 x 500 DA19266 - DA47275 DA61275 DA19955 DA47955 - DA47255 DA61255 - - DA47256 DA61256 - - DA47266 DA61266 - - 1 888-226-2775 :: [email protected] :: www.lifescience.ca CANADIAN I-11 LIFE SCIENCE

Chromatographie Chirale CHIRALPAK® Chiral Column Ordering Information - (10 µm particle size) Colonnes HPLC/UHPLC Dimensions Immobilized CHIRALPAK® phases (10 µm particle size) for SFC ID x Length (mm) IA/SFC IBN/SFC IC/SFC ID/SFC IE/SFC IF/SFC IG/SFC 2.1 x 150 DA80G94 DA88G94 DA83G94 DA84G94 DA85G94 DA86G94 DA87G94 4.6 x 250 DA80G25 DA87G25 4.6 x 150 DA80G24 DA88G25 DA83G25 DA84G25 DA85G25 DA86G25 DA87G24 4.6 x 50 DA80G22 DA87G22 10.0 x 250 DA80G35 DA88G24 DA83G24 DA84G24 DA85G24 DA86G24 DA87G35 21.0 x 250 DA80G45 DA87G45 30.0 x 250 DA80G75 DA88G22 DA83G22 DA84G22 DA85G22 DA86G22 DA87G75 50.0 x 250 DA80G55 DA87G55 DA88G35 DA83G35 DA84G35 DA85G35 DA86G35 DA88G45 DA83G45 DA84G45 DA85G45 DA86G45 DA88G75 DA83G75 DA84G75 DA85G75 DA86G75 DA88G55 DA83G55 DA84G55 DA85G55 DA86G55 Dimensions CHIRALPAK® Coated phases (10 µm particle size) for HPLC/Semi-Prep/HPLC/SFC ID x Length (mm) AD AS AD/SFC AS/SFC AY/SFC AZ/SFC 2.1 x 150 DA19094 DA20094 DA19G94 DA20G94 DA47G94 DA61G94 4.6 x 250 DA19025 DA61G25 4.6 x 50 DA19022 DA20025 DA19G25 DA20G25 DA47G25 DA61G22 10.0 x 250 DA19035 DA61G35 21.0 x 250 DA19045 DA20022 DA19G22 DA20G22 DA47G22 DA61G45 30.0 x 250 DA61G75 50.0 x 250 - DA20035 DA19G35 DA20G35 DA47G35 DA61G55 - DA20045 DA19G45 DA20G45 DA47G45 - DA19G75 DA20G75 DA47G75 - DA19G55 DA20G55 DA47G55 CHIRALPAK® Chiral Column Ordering Information - (5 µm particle size) Dimensions Immobilized CHIRALPAK® phases (5 µm particle size) for HPLC/Semi-Prep/Prep ID x Length (mm) IA IB IBN IC ID IE IF IG IH 2.1 x 150 DA80394 DA81394 DA88394 DA83394 DA84394 DA85394 DA86394 DA87394 DA89394 4.6 x 250 DA89325 4.6 x 150 DA80325 DA81325 DA88325 DA83325 DA84325 DA85325 DA86325 DA87325 DA89324 10.0 x 250 DA89335 20.0 x 250 DA80324 DA81324 DA88324 DA83324 DA84324 DA85324 DA86324 DA87324 DA89345 30.0 x 250 DA89375 *10 x 20 DA80335 DA81335 DA88335 DA83335 DA84335 DA85335 DA86335 DA87335 DA89337 *4 x 10 DA89311 DA80345 DA81345 DA88345 DA83345 DA84345 DA85345 DA86345 DA87345 DA80375 DA81375 DA88375 DA83375 DA84375 DA85375 DA86375 DA87375 DA80337 DA81337 DA88337 DA83337 DA84337 DA85337 DA86337 DA87337 DA80311 DA81311 DA88311 DA83311 DA84311 DA85311 DA86311 DA87311 *Analytical Guard Cartridges (PK3), All Guard Cartridges require a cartridge holder item number DA00011 *Semi-Prep Guard Column Dimensions Immobilized CHIRALPAK® phases (5 µm particle size) for SFC ID x Length (mm) IA/SFC IB/SFC IBN/SFC IC/SFC ID/SFC IE/SFC IF/SFC IG/SFC IH/SFC 4.6 x 100 DA80423 DA81423 DA88423 DA83423 DA84423 DA85423 DA86423 DA87423 DA89423 4.6 x 50 DA80422 DA81422 DA87422 DA89422 10.0 x 250 DA80435 DA81435 DA88422 DA83422 DA84422 DA85422 DA86422 DA87435 DA89435 21.0 x 250 DA80445 DA81445 DA87445 DA89445 30.0 x 250 DA80475 DA81475 DA88435 DA83435 DA84435 DA85435 DA86435 DA87475 DA89475 50.0 x 250 DA80455 DA81455 DA87455 DA89455 DA88445 DA83445 DA84445 DA85445 DA86445 DA88475 DA83475 DA84475 DA85475 DA86475 DA88455 DA83455 DA84455 DA85455 DA86455 I-12 CANADIAN 1 888-226-2775 :: [email protected] :: www.lifescience.ca LIFE SCIENCE

Chiral Chromatography CHIRALPAK® Chiral Column Ordering Information - (5 µm particle size) Dimensions CHIRALPAK® Coated phases (5 µm particle size) for HPLC/Semi-Prep/Prep HPLC/UHPLC Columns ID x Length (mm) AD-H AD-RH AS-H AS-RH AY-H AY-RH AZ-H AZ-RH 2.1 x 150 DA19394 DA19794 DA20394 DA20794 DA47394 DA47794 DA61394 DA61794 4.6 x 250 - 4.6 x 150 DA19325 - DA20325 - DA47325 - DA61325 10.0 x 250 DA61724 20.0 x 250 DA19324 DA19724 DA20324 DA20724 DA47324 DA47724 DA61324 - 21.0 x 250 - 30.0 x 250 DA19335 - DA20335 - DA47335 - DA61335 *4.0 10 DA61745 DA19345 - DA20345 - DA47345 - DA61345 - Dimensions - DA19745 DA20745 - DA47745 - DA61711 ID x Length (mm) DA19375 - DA20375 - DA47375 - DA61375 4.6 x 100 4.6 x 50 DA19311 DA19711 DA20311 DA20711 DA47311 DA47711 DA61311 10.0 x 250 20.0 x 250 *Analytical Guard Cartridges (PK3), All Guard Cartridges require a cartridge holder item number DA00011 30.0 x 250 50.0 x 250 CHIRALPAK® Coated phases (5 µm particle size) for SFC AD-H/SFC AS-H/SFC AY-H/SFC AZ-H/SFC DA19423 DA20423 DA47423 DA61423 DA19422 DA61422 DA19435 DA20422 DA47422 DA61435 DA19445 DA61445 DA19475 DA20435 DA47435 DA61475 DA19455 DA61455 DA20445 DA47445 DA20475 DA47475 DA20455 DA47455 Did you know? We sell Gas Chromatography Columns & Accessories? For more information please ask your Sales Representative today. 1 888-226-2775 :: [email protected] :: www.lifescience.ca CANADIAN I-13 LIFE SCIENCE

Chromatographie Chirale CHIRALPAK® Chiral Column Ordering Information - (3 µm particle size) Colonnes HPLC/UHPLC Dimensions Immobilized CHIRALPAK® phases (3 µm particle size) for SFC ID x Length (mm) IA-3/SFC IB-3/SFC IBN-3/SFC IC-3/SFC ID-3/SFC IE-3/SFC IF-3/SFC IG-3/SFC IH-3/SFC 3.0 x 150 DA80S84 DA81S84 DA88S84 DA83S84 DA84S84 DA85S84 DA86S84 DA87S84 DA89S84 3.0 x 100 DA80S83 DA81S83 DA87S83 DA89S83 3.0 x 50 DA80S82 DA81S82 DA88S83 DA83S83 DA84S83 DA85S83 DA86S83 DA87S82 DA89S82 DA88S82 DA83S82 DA84S82 DA85S82 DA86S82 Dimensions CHIRALPAK® Coated phases (3 µm particle size) for HPLC/Semi-Prep/Prep ID x Length (mm) AD-3 AD-3R AS-3 AS-3R AY-3 AY-3R AZ-3 AZ-3R 2.1 x 250 DA19595 DA19895 DA20595 DA20895 DA47595 DA47895 DA61595 DA61895 2.1 x 150 DA61894 2.1 x 100 DA19594 DA19894 DA20594 DA20894 DA47594 DA47894 DA61594 DA61893 2.1 x 50 DA61892 4.6 x 250 DA19593 DA19893 DA20593 DA20893 DA47593 DA47893 DA61593 DA61825 4.6 x 150 DA61824 4.6 x 100 DA19592 DA19892 DA20592 DA20892 DA47592 DA47892 DA61592 DA61823 4.6 x 50 DA61822 *4.0 x 10 DA19525 DA19825 DA20525 DA20825 DA47525 DA47825 DA61525 DA61811 DA19524 DA19824 DA20524 DA20824 DA47524 DA47824 DA61524 DA19523 DA19823 DA20523 DA20823 DA47523 DA47823 DA61523 DA19522 DA19822 DA20522 DA20822 DA47522 DA47822 DA61522 DA19511 DA19811 DA20511 DA20811 DA47511 DA47811 DA61511 *Analytical Guard Cartridges (PK3), All Guard Cartridges require a cartridge holder item number DA00011 Dimensions CHIRALPAK® Coated phases (3 µm particle size) for SFC ID x Length (mm) AD-3/SFC AS-3/SFC AY-3/SFC AZ-3/SFC 3.0 x 150 DA19S84 DA20S84 DA47S84 DA61S84 3.0 x 100 DA19S83 DA61S83 3.0 x 50 DA19S82 DA20S83 DA47S83 DA61S82 DA20S82 DA47S82 IH-U CHIRALPAK® Chiral Column Ordering Information - (1.6 µm particle size) DA89U83 DA89U82 Dimensions Immobilized CHIRALPAK® phases (1.6 µm particle size) for UHPLC ID x Length (mm) IA-U IB-U IC-U ID-U IG-U 3.0 x 100 DA80U83 DA81U83 DA83U83 DA84U83 DA87U83 3.0 x 50 DA80U82 DA87U82 DA81U82 DA83U82 DA84U82 Did you know? We sell a wide range of HPLC maintenance products such as Pump Seals, Check Valves, Piston Seals and Lamps. For more information please ask your Sales Representative today. I-14 CANADIAN NEXT DAY DELIVERY! LIFE SCIENCE 1 888-226-2775 :: [email protected] :: www.lifescience.ca

Chiral Chromatography CHIRALCEL® Polysaccharide Chiral Column Specifications Phase Name USP Designation Chiral Selector Separation Mode HPLC/UHPLC Columns OD, OD-H, OD-3 L40 Cellulose tris (3,5-dimethylphenylcarbamate) Normal Phase OD-RH, OD-3R L93 Cellulose tris (3,5-dimethylphenylcarbamate) Reverse Phase OJ, OJ-H, OJ-3 L80 Normal Phase OJ-RH, OJ-3R N.A Cellulose tris (4-methylbenzoate) Reverse Phase OZ, OZ-H, OZ-3 N.A Cellulose tris (4-methylbenzoate) Normal Phase N.A Cellulose tris (3-chloro-4-methylphenylcarbamate) Reverse Phase OZ-RH, Z-3R N.A Cellulose tris (3-chloro-4-methylphenylcarbamate) Normal Phase OX, OX-H, OX-3 N.A Cellulose tris (4-chloro-3-methylphenylcarbamate) Reverse Phase OX-RH, OX-3R Cellulose tris (4-chloro-3-methylphenylcarbamate) CHIRALCEL® Chiral Column Ordering Information - (20 µm particle size) Dimensions CHIRALCEL® Coated phases (20 µm particle size) for HPLC/Semi-Prep/Prep/SFC ID x Length (mm) OD OD-I* OX OZ OD-I/SFC* OJ/SFC OX/SFC OZ/SFC OD/SFC 4.6 x 250 DA14225 DA82225 DA63225 DA42225 - - - - - 10.0 x 250 DA14235 DA14935 20.0 x 50 DA14242 DA82235 DA63235 DA42235 DA82935 DA17935 DA63935 DA42935 20.0 x 250 DA14245 - 30.0 x 250 DA14275 DA82242 DA63242 DA42242 - - - - DA14945 50.0 x 250 DA14255 DA14975 50.0 x 500 DA14256 DA82245 DA63245 DA42245 DA82945 DA17945 DA63945 DA42945 DA14955 100.0 x 500 DA14266 DA82275 DA63275 DA42275 DA82975 DA17975 DA63975 DA42975 - - DA82255 DA63255 DA42255 DA82955 DA17955 DA63955 DA42955 DA82256 DA63256 DA42256 - - - - DA82266 DA63266 DA42266 - - - - *OD-I and OD-I/SFC are Immobilized phase columns but they have the same limitations as the traditional coated phases CHIRALCEL® Chiral Column Ordering Information - (10 µm particle size) Dimensions CHIRALCEL® Coated phases (10 µm particle size) for HPLC/Semi-Prep/HPLC/SFC ID x Length (mm) OD OJ OD/SFC OJ/SFC OX/SFC OZ/SFC 2.1 x 150 DA14094 DA17094 DA14G94 DA17G94 DA63G94 DA42G94 4.6 x 250 DA14025 DA42G25 4.6 x 150 DA14024 DA17025 DA14G25 DA17G25 DA63G25 DA42G24 4.6 x 50 DA14022 DA42G22 10.0 x 250 DA14035 DA17024 DA14G24 DA17G24 DA63G24 DA42G35 20.0 x 250 DA42G45 30.0 x 250 - DA17022 DA14G22 DA17G22 DA63G22 DA42G75 50.0 x 250 - DA42G55 - DA17035 DA14G35 DA17G35 DA63G35 DA17045 DA14G45 DA17G45 DA63G45 - DA14G75 DA17G75 DA63G75 - DA14G55 DA17G55 DA63G55 1 888-226-2775 :: [email protected] :: www.lifescience.ca CANADIAN I-15 LIFE SCIENCE

Chromatographie Chirale CHIRALCEL® Chiral Column Ordering Information - (5 µm particle size) Colonnes HPLC/UHPLC Dimensions CHIRALCEL® Coated phases (5 µm particle size) for HPLC/Semi-Prep/Prep ID x Length (mm) OD-H OD-RH OJ-H OJ-RH OX-H OX-RH OZ-H OZ-RH 2.1 x 150 DA14394 DA14794 DA17394 DA17794 DA63394 DA63794 DA42394 DA42794 4.6 x 250 - 4.6 x 150 DA14325 - DA17325 - DA63325 - DA42325 10.0 x 250 DA42724 21.0 x 250 DA14324 DA14724 DA17324 DA17724 DA63324 DA63724 DA42324 - 30.0 x 250 *4.0 x 10 DA14335 - DA17335 - DA63335 - DA42335 DA42745 - DA14345 DA14745 DA17345 DA17745 DA63345 DA63745 DA42345 DA42711 DA14375 - DA17375 - DA63375 - DA42375 DA14311 DA14711 DA17311 DA17711 DA63311 DA63711 DA42311 *Analytical Guard Cartridges (PK3), All Guard Cartridges require a cartridge holder item number DA00011 Dimensions CHIRALCEL® Coated phases (5 µm particle size) for SFC ID x Length (mm) OD-H/SFC OJ-H/SFC OX-H/SFC OZ-H/SFC 4.6 x 100 DA14423 DA17423 DA63423 DA42423 4.6 x 50 DA14422 DA42422 10.0 x 250 DA14435 DA17422 DA63422 DA42435 21.0 x 250 DA14445 DA42445 30.0 x 250 DA14475 DA17435 DA63435 DA42475 50.0 250 DA14455 DA42455 DA17445 DA63445 DA17475 DA63475 DA17455 DA63455 CHIRALCEL® Chiral Column Ordering Information - (3 µm particle size) Dimensions CHIRALCEL® Coated phases (3 µm particle size) for HPLC/Semi-Prep/Prep ID x Length (mm) OD-3 OD-3R OJ-3 OJ-3R OX-3 OX-3R OZ-3 OZ-3R 2.1 x 250 DA14595 DA14895 DA17595 DA17895 DA63595 DA63895 DA42595 DA42895 2.1 x 150 DA42894 2.1 x 100 DA14594 DA14894 DA17594 DA17894 DA63594 DA63894 DA42594 DA42893 2.1 x 50 DA42892 4.6 x 250 DA14593 DA14893 DA17593 DA17893 DA63593 DA63893 DA42593 DA42825 4.6 x 150 DA42824 4.6 x 100 DA14592 DA14892 DA17592 DA17892 DA63592 DA63892 DA42592 DA42823 4.6 x 50 DA42822 *4.0 x 10 DA14525 DA14825 DA17525 DA17825 DA63525 DA63825 DA42525 DA42811 DA14524 DA14824 DA17524 DA17824 DA63524 DA63824 DA42524 DA14523 DA14823 DA17523 DA17823 DA63523 DA63823 DA42523 DA14522 DA14822 DA17522 DA17822 DA63522 DA63822 DA42522 DA14511 DA14811 DA17511 DA17811 DA63511 DA63811 DA42511 *Analytical Guard Cartridges (PK3), All Guard Cartridges require a cartridge holder item number DA00011 Dimensions CHIRALCEL® Coated phases (3 µm particle size) for SFC ID x Length (mm) OD-3/SFC OJ-3/SFC OX-3/SFC OZ-3/SFC 3.0 x 150 DA14S84 DA17S84 DA63S84 DA42S84 3.0 x 100 DA14S83 DA42S83 3.0 x 50 DA14S82 DA17S83 DA63S83 DA42S82 DA17S82 DA63S82 I-16 CANADIAN 1 888-226-2775 :: [email protected] :: www.lifescience.ca LIFE SCIENCE

Chiral Chromatography HPLC/UHPLC Columns CHIRALPAK® Protein-Based Columns packed with the immobilized protein stationary phases (PSPs) are successfully utilized by scientists for separation and characterization of chiral compounds in a great number of applications, ranging from drug discovery, quality assurance of marketed drugs to environmental monitoring. The chiral selector for the CHIRALPAK® AGP is α1-acid glycoprotein (AGP), while human serum albumin (HSA) is the chiral selector for CHIRALPAK HSA. The chiral selector for CHIRALPAK CBH is cellobiohydrolase, a stable enzyme. The three chiral selectors are immobilized on 5 µm spherical silica particles. The PSPs function entirely in the reversed-phase chromatographic mode, using buffers with low organic modifier content and at moderate pH values. Enantioselectivity can easily be controlled or improved by changes in the mobile phase composition: pH, buffer and organic modifier types and concentrations. All PSP selectors are packed in columns with a 3, 4 and 10 mm internal diameter to cover separations on both analytical and semi- preparative scales. CHIRALPAK® Protein-Based Chiral Column Specifications Phase USP Designation Particle Size (µm) Chiral Selector Separation Mode AGP L41 5  α1-acid glycoprotein Reverse Phase CBH N.A 5  Cellobiohydrolase Reverse Phase HSA L79 5 Human serum albumin Reverse Phase BSA N.A 5 Bovine serum albumin Reverse Phase DSA N.A 5 Dog serum albumin Reverse Phase MSA N.A 5 Mouse serum albumin Reverse Phase RSA N.A 5 Rat serum albumin Reverse Phase CHIRALPAK® Chiral Column Ordering Information - (5 µm particle size) Dimensions AGP CHIRALPAK® Immobilized Protein-Based (5 µm particle size) RSA CBH HSA BSA DSA MSA ID x Length (mm) 2.1 x 150 CTAGP150.2 CTCBH150.2 CTHSA150.2 - - - - 2.1 x 100 CTAGP100.2 CTCBH100.2 CTHSA100.2 - - - - 2.1 x 50 CTAGP50.2 CTCBH50.2 CTHSA50.2 DA35792 DA36792 - DA38792 3.0 x 150 CTAGP150.3 CTCBH150.3 CTHSA150.3 - - - - 3.0 x 100 CTAGP100.3 CTCBH100.3 CTHSA100.3 - - - - 3.0 x 50 CTAGP50.3 CTCBH50.3 CTHSA50.3 DA35782 DA36782 DA37782 DA38782 4.0 x 150 CTAGP150.4 CTCBH150.4 CTHSA150.4 DA35714 DA36714 - DA38714 4.0 x 100 CTAGP100.4 CTCBH100.4 CTHSA100.4 - - - - 4.0 x 50 CTAGP50.4 CTCBH50.4 CTHSA50.4 DA35712 DA36712 DA37712 DA38712 10.0 x 150 CTAGP150.10 CTCBH150.10 CTHSA150.10 - - - - 10.0 x 100 CTAGP100.10 CTCBH100.10 CTHSA100.10 - - - - *2.0 x 10 CTAGP10.22 CTCBH10.22 CTHSA10.22 DA35791 DA36791 - DA38791 *3.0 x 10 CTAGP10.32 CTCBH10.32 CTHSA10.32 DA35781 DA36781 - DA38781 *4.0 x 10 CTAGP10.42 CTCBH10.42 CTHSA10.42 DA35711 DA36711 - - Analytical Guard Cartridges (PK2), All Guard Cartridges for immobilized protein columns require a cartridge holder item number DA00081 1 888-226-2775 :: [email protected] :: www.lifescience.ca CANADIAN I-17 LIFE SCIENCE

Chromatographie Chirale CHIRALPAK® Phases for Special Applications Colonnes HPLC/UHPLC CHIRALPAK® MA(+) and CHIRALPAK® WH Daicel CHIRALPAK® MA(+) and CHIRALPAK® WH ligand exchange phases are used in conjunction with an aqueous CuSO4 eluent. They are useful for the separation of amino acids and their derivatives. Dimensions CHIRALPAK® Special Applications (10 µm) CHIRALPAK® Special Applications (3 µm) WH MA (+) ID x Length (mm) - DA21822 4.6 x 50 DA25625 - 4.6 x 250 DA25622 - *4.6 x 50 * Analytical Guard Column CHIRALPAK® QN-AX and CHIRALPAK® QD-AX Daicel CHIRALPAK® QN-AX and CHIRALPAK® QD-AX columns are enantioselective weak anion-exchange (AX) HPLC columns. They are designed specifically for enantioselective HPLC of chiral acids and possess exceptional enantiomer separation capabilities for acidic chiral compounds containing carboxylic, phosphoric or sulfonic acid groups. In some cases, weakly acidic compounds such as phenols can also be separated. Dimensions CHIRALPAK® Special Applications (5 µm) ID x Length (mm) QD-AX QN-AX 2.1 x 150 DA31394 DA32394 4.6 x 150 20.0 x 150 DA31324 DA32324 *4.0 x 10 DA31344 DA32344 DA31311 DA32311 *Analytical Guard Cartridges (PK3), All Guard Cartridges require a cartridge holder item number DA00011 CHIRALPAK® ZWIX(+) & CHIRALPAK® ZWIX(-) CSPs Daicel CHIRALPAK® ZWIX(+) and CHIRALPAK® ZWIX(-) are zwitterionic ion exchangers, combining anion and cation exchange functional groups. The ZWIX chiral selectors are synthesized by the fusion of the cinchona alkaloids with trans-2- aminocyclohexanesulfonic acid at the C-9 position via carbamate linkage. Both selectors are chemically bonded onto 3 µm silica. The CHIRALPAK® ZWIX(+) and CHIRALPAK® ZWIX(-) CSPs can be used for HPLC and SFC. They have been specifically developed to exhibit stereoselectivity for zwitterionic molecules, notably for separations of underivatized amino acids and peptides. Dimensions CHIRALPAK® Special Applications (5 µm) CHIRALPAK® Special Applications (3 µm) ID x Length (mm) ZWIX(+) ZWIX(–) ZWIX(+) ZWIX(–) 3.0 x 250 -- DA51585 DA52585 3.0 x 150 4.0 x 250 -- DA51584 DA52584 4.0 x 150 10.0 x 250 -- DA51515 DA52515 10.0 x 150 21.0 x 250 -- DA51514 DA52514 21.0 x 150 DA51335 DA52335 -- DA51334 DA52334 -- DA51345 DA52345 -- DA51344 DA52344 -- I-18 CANADIAN 1 888-226-2775 :: [email protected] :: www.lifescience.ca LIFE SCIENCE

Chiral Chromatography CROWNPAK® HPLC/UHPLC Columns Crown Ether Chiral Columns CROWNPAK® CR(+) and CR(-) contain a chiral crown ether chiral selector, which is coated onto a 5 µm support. They can be used for the enantiomeric separation of amino acids and other small molecules with primary amine groups. CROWNPAK® Crown Ether Column Specifications Phase USP Designation Particle Size (µm) Pore Size (Å) Chiral Selector Separation Mode CROWNPAK® L66 5 1000 (S)-18-crown-6-ether Coated Aqueous Mode N.A 5 1000 (R)-18-crown-6-ether Coated CR(+) N.A 5 1000 Aqueous Mode CROWNPAK® N.A 5 1000 Immobilized Crown Ether Aqueous Mode Immobilized Crown Ether (allows higher organic modifier) CR(-) Aqueous Mode CROWNPAK® (allows higher organic modifier) CR-I(+) CROWNPAK® CR-I(-) CROWNPAK® Chiral Column Ordering Information - (5 µm particle size) Dimensions CROWNPAK® phases (5 µm particle size) for HPLC ID x Length (mm) CR-I(+) CR-I(-) CR(+) CR(-) 3.0 x 150 DA53784 DA54784 - - 4.0 x 150 - DA28714 *4.0 x 10 - - DA27714 - - DA27711 * Analytical Guard Column Chiral Selectors Names & Structures Structures of commercially available Polysaccharide Chiral Stationary Phases Crown Ether and CImromwonbEitlhizeerdanCdroImwmnoEbtihliezerd Crown Ether CROWNPAK CR(+) | CROWNPAK CR-I(+) CROWNPAK CR(-) | CROWNPAK CR-I(-) O O OO OO OO OO O O 1 888-226-2775 :: [email protected] :: www.lifescience.ca CANADIAN I-19 LIFE SCIENCE

Chromatographie Chirale Colonnes HPLC/UHPLC NUCLEODEX NUCLEODEX Cyclodextrin-modified silica phases for HPLC enantiomer separation Base material NUCLEOSIL® silica, particle size 5 μm, pore size 100 Å modified cyclodextrins as chiral selectors. Phase ß-OH NUCLEODEX ß-PM γ-PM α-PM Description ß-cyclodextrin Permethylated ß-cyclodextrin Permethylated USP Permethylated α-cyclodextrin L45 γ-cyclodextrin L45 Applications Separation based on hydrogen N.A N.A bonds and dipole interactions between functional groups of For all permethylated phases the ability to form hydrogen bonds is reduced, the hydrophobicity of the phase is increased compared to ß-OH, resulting in shorter retention times the analyte and hydroxyl groups of the cyclodextrin Examples Chlorthalidone and other com- Mecoprop and dichlorprop mephobarbital (promi- Steroids Eluent in column pounds, which require as free carboxylic acids, nal), pesticides derivatives or other larger molecules trans-stilbene oxide free hydroxyl groups for enan- and styrene oxide mecoprop-methyl et tioselective interactions fenoxaprop-ethyl CH3OH – 0.1 % TEAA pH 4 CH3OH – 50 mM phosphate pH 3 CH3OH – 0.1 % TEAA pH 4 CH3OH – 0.1 % TEAA pH 4 (55:45) (70:30) (65:35) (55:45) NUCLEODEX phases are especially suited for the control of optical purity, but also for semipreparative separations and for the analysis of positional and cis-trans isomers. NUCLEODEX Ordering Information Dimensions NUCLEODEX Chiral columns (5 μm) ID x Length (mm) α-PM ß-PM γ-PM ß-OH 4.0 x 200 MN720127.40 MN720125.40 MN720752.40 MN720124.40 4.0 x 250 3.0 x 4 - - - MN720156.40 MN721469.30 MN721176.30 MN721178.30 MN721171.30 * Use Guard column holder MN718966 with EC guard cartridges 4 x 3.0 mm ID with EC columns of 4.0 and 4.6 mm ID I-20 CANADIAN 1 888-226-2775 :: [email protected] :: www.lifescience.ca LIFE SCIENCE

Chiral Chromatography Shodex™ ORpak HPLC/UHPLC Columns Shodex™ ORpak series incorporate packing material bonded by ligands that can identify many optical isomers. ORpak series has the following ligands: cyclodextrin derivative (CD). ORpak SHCDBS-453 • Separates optical isomers by using their conformational compatibility differences • Versatile column for chiral separation ORpak SHCRX-853 • Separates optical isomers by using the differences in metal complex formation capacities of functional group and metal ion in eluent and optical isomers • Suitable for amino acids, hydroxyl acids, and their derivatives Shodex™ Chiral Column Ordering Information Dimensions Shodex™ Chiral columns L-Amino Acid derivative (6 µm) ß-Cyclodextrin derivative (3 µm) ID x Length (mm) - SHCDBS-453 SHCRX-853 4.6 x 150 - SHCRX-G 8.0 x 50 - *4.6 x 10 * Analytical Guard column Chiral separation of epinephrines Chiral separation of warfarin Chiral separation of lactic acids Sample : Epinephrine 50μg/mL, 50μL Sample : Warfarin 20μg/mL, 20μL Sample : Lactic acid 50μg/mL, 50μL 1. L-Lactic acid 2. D-Lactic acid HO N CH3 OO 1 H 2 CHCH2COCH3 OH OH OH 0 5 10 15 20 25 0 5 10 15 20 25 30 35 0 5 10 15 min min min Column : Shodex ORpak CDBS-453 Column : Shodex ORpak CDBS-453 Column : Shodex ORpak CRX-853 Eluent : 0.05% Acetic acid + 0.2M NaCl aq. Eluent : 1.0% Acetic acid + 0.2M NaCl aq. Eluent : 0.5mM CuSO4 aq. /CH3CN=95/5 /CH3CN=80/20 Flow rate : 1.0mL/min Flow rate : 0.5mL/min Flow rate : 0.6mL/min Detector : UV (230nm) Detector : UV (254nm) Detector : UV (310nm) Column temp. : 50˚C Column temp. : 10˚C Column temp. : 16˚C 1 888-226-2775 :: [email protected] :: www.lifescience.ca CANADIAN I-21 LIFE SCIENCE