Chiral Technologies

 

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...the market leader in enantioselective

chromatography

Daicel and ChromTech columns: the most widely used and referenced chiral HPLC products worldwide

The most effective set of immobilized chiral columns, CHIRALPAK IA, IB, IC, and IG are used for primary screening. It is noteworthy that the four best columns are all meta-substituted.
The traditional CHIRALCEL and CHIRALPAK polysaccharide phases of Daicel consist of a derivatized cellulose or amylose physically coated onto a silica support. They are classified as Type II in the Wainer classification system and a wide range of column types are available. The ChromTech protein-based columns are suitable for all types of analytes - basic compounds can be separated on both CHIRAL-AGP and CHIRAL-CBH, acidic and neutral compounds can be separated on both CHIRAL-AGP and CHIRAL-HSA.

Primary Screening Columns
CHIRALPAK IA: Amylose tris (3,5-dimethylphenylcarbamate)
CHIRALPAK IB: Cellulose tris (3,5-dimethylphenylcarbamate)
CHIRALPAK IC: Cellulose tris (3,5-dichlorophenylcarbamate)
CHIRALPAK ID: Amylose tris (3-chlorophenylcarbamate)
CHIRALPAK IG: Amylose tris (3-chloro-5-methylphenylcarbamate)
CHIRALPAK IH: Amylose tris [(S)-alpha-methylbenzylcarbamate]
CHIRALPAK IJ: Cellulose tris (4-methylbenzoate)
CHIRALPAK IK: Cellulose tris(3-chloro-5-methylphenyl)carbamate
CHIRALPAK IM: Cellulose tris(3-chloro-4-methylphenyl)carbamate

 

Application of polysaccharide phases

Name Structure Applications
Chiralcel  
OA -OCH3 small aliphatic compounds
OB -OPh small aliphatic and aromatic compounds
OC -ONHPh cyclopentenones
OK -OC=CPh aromatic compounds
OD -ONH3-5diMePh alkaloids, tropines, amines, beta blockers
OF -ONHpara-ClPh beta lactams, dihydroxypryidines, alkaloids
OG -ONHparaMePh beta lactams, alkaloids
OJ -OparaMePh aryl methyl esters, aryl methoxy esters
Chiralpak  
AD -ONH3-5diMePh alkaloids, tropines, amines, beta blockers
AS -ONH(CH3)CPh alkaloids, tropines, amines
WH and MA(+) ligand-exchange employed with an aqueous solution of copper sulfate (0.1 to 2mM)

most used

 

Crownpak  
Cr(+) / Cr(-) Crown ether These columns contain a chiral crown ether as a chiral selector which is coated onto a 5um silica support.
Acidic mobile phases such as Perchloric acid pH 1 to 2, are used to operate these columns under standard conditions. Note that to shorten the retention time of hydrophobic samples, the addition of Methanol (15% maximum v/v) has been shown to be effective.
These columns are the reference columns for achieving amino acid separations, with the advantage that the elution order of the enantiomers can be reversed when necessary (CR(-) column gives the reversed elution order compared to CR(+) column).
Cr-I(+) / Cr-I(-) Crown ether These stationary phases are the newest addition to this family of chiral selectors. The crown ether selectors are immobilized on 5um silica support. Immobilization extends the range of solvents used for mobile phases such as acetonitrile and ethanol, thereby enhancing enantioselective resolution of chiral compounds. Use of the immobilized CROWNPAK CR-I(+) & CR-I(-) selectors also provides longer column life time.

 

 

Instruction Manuals

Immobilized Chiral Stationary Phases    Coated Chiral Stationary Phases, 5um (reversed phases)
   Immobilized Chiral Stationary Phases, 1.6um      CHIRALCEL OD-RH / OJ-RH
     CHIRALPAK IA-U / IB-U / IC-U / IG-U (NORMAL PHASE)      CHIRALCEL OX-RH / OZ-RH
     CHIRALPAK IA-U / IB-U / IC-U / IG-U (REVERSED PHASE)      CHIRALPAK AD-RH / AS-RH
   Immobilized Chiral Stationary Phases, 3um      CHIRALPAK AY-RH
     CHIRALPAK IA-3 / IB-(N)3 / IC-3 / ID-3 / IE-3 / IF-3 / IG-3 / IH-3 / IJ-3 / IK-3 (NP)      CHIRALPAK AZ-RH
     CHIRALPAK IA-3 / IB-(N)3 / IC-3 / ID-3 / IE-3 / IF-3 / IG-3 / IH-3 / IJ-3 / IK-3 (RP)    Coated Chiral Stationary Phases, 5um (SFC)
     CHIRALPAK IA-3 / IB-(N)3 / IC-3 / ID-3 / IE-3 / IF-3 / IG-3 / IH-3 / IJ-3 / IK-3 (SFC)      CHIRALCEL OD-H / OJ-H / OX-H / OZ-H
   Immobilized Chiral Stationary Phases, 5um      CHIRALPAK AD-H / AS-H /AY-H / AZ-H
     CHIRALPAK IA / IB / IC / ID / IE / IF / IG / IH / IJ / IK / IM (NORMAL PHASE)    Coated Chiral Stationary Phases, 10um (normal phases)
     CHIRALPAK IA / IB / IC / ID / IE / IF / IG / IH / IJ / IK / IM (REVERSED PHASE)      CHIRALCEL OA
     CHIRALPAK IA / IB / IC / ID / IE / IF / IG / IH / IJ / IK / IM (SFC)      CHIRALCEL OB / OB-H
Coated Chiral Stationary Phases      CHIRALCEL OC
   Coated Chiral Stationary Phases, 3um (normal phases)      CHIRALCEL OD / OJ
     CHIRALCEL OD-3 / OJ-3      CHIRALCEL OF
     CHIRALCEL OX-3 / OZ-3      CHIRALCEL OG
     CHIRALPAK AD-3 / AS-3      CHIRALCEL OK
     CHIRALPAK AY-3      CHIRALPAK AD
     CHIRALPAK AZ-3      CHIRALPAK AS
   Coated Chiral Stationary Phases, 3um (reversed phases)    Coated Chiral Stationary Phases, 10um (reversed phases)
     CHIRALCEL OD-3R / OJ-3R      CHIRALCEL OD-R
     CHIRALCEL OX-3R / OZ-3R    Zwitterionic Chiral Stationary Phases
     CHIRALPAK AD-3R / AS-3R      CHIRALPAK ZWIX(+) / ZWIX(-) 3um
     CHIRALPAK AY-3R      CHIRALPAK ZWIX(+) / ZWIX(-) 5um
     CHIRALPAK AZ-3R    Protein-Based Chiral Stationary Phases (formerly ChromTech CSPs)
   Coated Chiral Stationary Phases, 3um (SFC)      CHIRALPAK AGP
     CHIRALCEL OD-3 / OJ-3 / OX-3 / OZ-3      CHIRALPAK CBH
     CHIRALPAK AD-3 / AS-3 / AY-3 / AZ-3      CHIRALPAK HSA
   Coated Chiral Stationary Phases, 5um (normal phases)      CHIRALPAK BSA / DSA / MSA / RSA
     CHIRALCEL OB / OB-H      GUARD CARTRIDGES
     CHIRALCEL OC-H    Anion Exchange Chiral Stationary Phases
     CHIRALCEL OD-H / OJ-H      CHIRALPAK QD-AX / QN-AX
     CHIRALCEL OX-H    Specialty Chiral Stationary Phases
     CHIRALCEL OZ-H      CROWNPAK CR-I(+) / CR-I(-) (NORMAL PHASE)
     CHIRALPAK AD-H      CROWNPAK CR-I(+) / CR-I(-) (REVERSED PHASE)
     CHIRALPAK AS-H      CROWNPAK CR(+) / CR(-)
     CHIRALPAK AY-H      CHIRALPAK MA+
     CHIRALPAK AZ-H      CHIRALPAK WH
 
Polymeric Achiral Stationary Phases
DAICEL DCPAK PBT
DAICEL DCPAK P4VP
DAICEL DCPAK PTZ
Regeneration Procedures for CHIRALPAK IA / IB / IC / ID / IE / IF / IG / IH / IJ

 

ChromTech CSPs

CHIRAL-AGP is most likely the column with the broadest applicability of all chiral columns available today. The column is used in the reversed-phase and can be used for direct resolution of enantiomers, without derivatization. The CHIRAL-AGP column separates enantiomers of an extremely broad range of drug compounds: amines (primary, secondary, tertiary, and quaternary), acids (strong and weak) and nonprotolytes (amides, esters, alcohols, sulphoxides, etc.). Very simple mobile phase systems are used for the majority of the separations - buffered waterbased mobile phases with the addition of low concentrations of an organic modifier, such as 2-propanol or acetonitrile. Most of the separations (>95%) have been performed using the above described simple mobile phases. However, in some cases charged modifiers as DMOA (N,N-dimethyloctylamine), octanoic acid and quaternary ammonium compounds are used to induce enantioselectivity.

CHIRAL-CBH is preferentially used for the separation of enantiomers of basic drugs from many compound classes. This chiral column separates compounds containing one or more basic nitrogen together with one or more hydrogen accepting or hydrogen donating groups (alcohol, phenol, carbonyl, amide, ether, sulphoxide, ester etc.). The mobile phases are mixtures of phosphate or acetate buffers and organic solvents as 2-propanol or acetonitrile containing 50mM disodium EDTA. The retention and the enantioselectivity can be regulated by changes in pH, buffer concentration and organic modifier.

CHIRAL-HSA is especially suited for the resolution of weak and strong acids, zwitterionic and nonprotolytic compounds. However, basic compounds have also been resolved. The column is operated in the reversed phase mode. Phosphate buffers with addition of organic modifiers are used as mobile phases. Retention and enantioselectivity can be regulated by changing the mobile phase composition. The addition of octanoic acid is necessary when chromatographing for example arylpropionic acid derivates on CHIRAL-HSA.

Fast Screening on Chiral AGP, CBH and HSA

Group

Compound Type

AGP

CBH

HSA

1.

Amine, hydrophobic

X

X

 

2.

Amine, hydrophilic

X

X

 

3.

Nonprotolyte

X

 

X

4.

Ampholyte

X

 

X

5.

Acid, weak

X

 

X

6.

Acid, strong

X

 

X

 Ampholyte is a substance that can act as either an acid, in the presence of a strong base, or a base, when in the presence of a strong acid.

Mobile Phases

Group 1    AGP – 10mM (NH4 or Na)acetate buffer pH 4.5    CBH – 5% 2-propanol in 10mM Na-phosphate buffer pH 6.0

Groups 2, 3 and 5   ALL – 5% 2-propanol in 10mM Na-phosphate buffer pH 7.0

Groups 4 and 6    ALL – 10mM Na-phosphate buffer pH 7.0

 

 

 

 

Downloads

News

CHIRALPAK IA-U and CHIRALPAK IC-U the first sub-2 micron chiral columns from Daicel
Now, 1.6um Chiralpak IB-U, ID-U, IG-U and IH-U are also available!

Sub-2 micron Chiral Columns from Daicel

Catalogs

Chiral Technologies Catalog
Product List and Catalog Numbers 2020
Amino Acid Enantioseparations Database
ChromTech User's Guide

Brochures

Chiralpak IA Data Sheet
Chiralpak IA: the new Daicel chiral HPLC column compatible with all solvents
Chiralpak IA: Method Development
Chiralpak IB Data Sheet
Chiralpak IB: Method Development
Chiralpak IC Data Sheet
Chiralpak ID Data Sheet
Chiralpak IE Data Sheet
Chiralpak IF Data Sheet
Chiralpak IA-IB-IC FAQs
Chiralpak QD-AX/QN-AX anion-exchange columns
Chiralpak QD-AX/QN-AX for Acids and Amino Acid Derivatives
Chiralpak AY columns
Chiralpak AY-H and Chiralcel OZ-H: alternative selectivities
Chiralcel OZ Columns
Chiralpak AZ columns
Chiralcel and Chiralpak FAQs
Chiralcel and Chiralpak Operating Conditions
Chiral Method Development Schemes
Chiral SFC columns
Use of Guard Cartridges for Chiralpak and Chiralcel Analytical Columns
Chiralpak ZWIX Brochure
Crownpak CR-I Applications

Posters, Presentations

Chiral Impurity Methods - Case Study
ChromTech Chiral AGP
ChromTech Chiral CBH

 ChromTech Application Bulletins

LC-MS Screening on Chiral AGP, HSA and CBH
Fast Screening on Chiral-AGP, Chiral-CBH and Chiral-HSA
Very Simple Method Development with Chiral-AGP
Method Optimization for LC-MS with Chiral-AGP
Strategies for Bioanalytical Work on Chiral-AGP
"Magic" Additives to Mobile Phases of Chiral-AGP
Coupling of Chiral-AGP and Chiral-CBH Columns for Optimum Resolution
Using Chiral-AGP and Chiral-CBH for LC-MS
Validated protein binding method used for more than 4000 drug compounds
Fast Gradient HPLC Method to Determine Compounds Binding to Human Serum Albumin
The Magic Tool for Method Development: Effect of pH

 

Useful links

Daicel online Applications Guide
Instruction Manuals

Online Guide to Chiral HPLC