Regis Pirkle-type Chiral Columns
Pirkle-Type Chiral Columns from Regis
Regis offers an exclusive line of brush-type (sometimes called Pirkle-type) chiral columns. Designed in partnership with Professor William Pirkle, the following eight phases offer a range of selectivity and distinct advantages for broadening your screening library.
- DACH-DNB - resolves racemate classes including amides, alcohols, esters and more
- ULMO - separate the enantiomers of aryl carbinols
- Alpha-Burke 2 - separate β-blockers without chemical derivatization
- Pirkle 1-J - separate underivatized β-blocker enantiomers and enantiomers of NSAIDs
- Whelk-O 2 - for easy scale-up, try the covalent trifunctional version of the Whelk-O 1
- Leucine - enhanced enantioselectivities for several classes of compounds, including benzodiazipines
- Phenylglycine - resolve a wide variety of compounds containing π-basic groups with the USP code L36 column
- β-Gem1 - separate anilide derivatives of chiral carboxylic acids
The entire family of Regis’ Pirkle-Type chiral stationary phases can be used for HPLC or SFC applications and are compatible with both normal- and reversed-phase solvents. Since all of the Pirkle-Type CSPs are covalently bonded, the columns can tolerate all commonly used mobile phase combinations and are very durable.
All of the Pirkle-Type CSPs are available in both enantiomeric forms. This allows the chromatographer to invert the elution order of the enantiomers by simply switching columns. This feature is helpful in determining enantiomeric purity when the trace enantiomer should elute before the major one. Elution order can also be important in preparative chromatography applications, because when the desired enantiomer elutes first, purity and production efficiency increases.
Regis Pirkle-type chiral columns are an exclusive line of brush-type chiral columns designed in partnership with Professor William Pirkle. The following eight phases offer a range of selectivity and distinct advantages for broadening your screening library.
DACH-DNB - resolves racemate classes including amides, alcohols, esters and more
ULMO - separate the enantiomers of aryl carbinols
Alpha-Burke 2 - separate β-blockers without chemical derivatization
Pirkle 1-J - separate underivatized β-blocker enantiomers and enantiomers of NSAIDs
Whelk-O 2 - for easy scale-up, try the covalent trifunctional version of the Whelk-O 1
Leucine - enhanced enantioselectivities for several classes of compounds, including benzodiazipines
Phenylglycine - resolve a wide variety of compounds containing π-basic groups with the USP code L36 column
β-Gem1 - separate anilide derivatives of chiral carboxylic acids
The entire family of Regis’ Pirkle-Type chiral stationary phases can be used for HPLC or SFC applications and are compatible with both normal- and reversed-phase solvents. Since all of the Pirkle-Type CSPs are covalently bonded, the columns can tolerate all commonly used mobile phase combinations and are very durable.
All of the Pirkle-Type CSPs are available in both enantiomeric forms. This allows the chromatographer to invert the elution order of the enantiomers by simply switching columns. This feature is helpful in determining enantiomeric purity when the trace enantiomer should elute before the major one. Elution order can also be important in preparative chromatography applications, because when the desired enantiomer elutes first, purity and production efficiency increases.
Advantages of the Pirkle-Type Chiral Stationary Phases
- Excellent method development columns with applicability to a wide range of compound classes
- Alternate selectivity to polysaccharide chiral stationary phases
- Covalently bonded for long-term performance and broad mobile phase compatibility
- Broad range of particle sizes and dimensions for analytical to preparative scale separations
- High loading capacity for excellent scalability in preparative applications
- Choice of enantiomeric phases enables inversion of peak elution order
DACH-DNB
The DACH-DNB chiral stationary phase resolves a broad range of racemate classes including amides, alcohols, esters, ketones, acids, sulfoxides, phosphine oxides, selenoxides, phosphonates, thiophosphineoxide, phosphineselenide, phosphine-borane, beta-lactams, organometallics, atropisomers and heterocycles.
ULMO
The ULMO chiral stationary phase separates the enantiomers of many racemate classes and is particularly good at separating the enantiomers of aryl carbinols. Available in (R,R) and (S,S) forms to invert elution order if desired.
Alpha-Burke 2
This π-acceptor chiral stationary phase is particularly valuable in the HPLC separation of β-blocker enantiomers, an important class of cardiovascular drugs whose enantiomers often exhibit differing pharmacological activities. The α-Burke 2 has been specifically designed to separate the enantiomers of β-blockers without chemical derivatization. In addition, it also resolves the enantiomers of many compounds separated on π-acceptor Pirkle type chiral stationary phases.
Pirkle 1-J
The Pirkle 1-J contains an unusual ß-lactam structure which significantly alters its molecular recognition properties. It is useful for the direct separation of underivatized ß-blocker enantiomers. It can also be used for the separation of the enantiomers of arylpropionic acid NSAIDs, as well as other drugs.
Whelk-O 2
Whelk-O 2 has the same chiral selector as Whelk-O 1 but incorporates a trifunctional linkage to the silica support. In most cases, the enantioselectivity remains the same as that obtained with Whelk-O 1. Whelk-O 2 was designed to improve the resistance of the stationary phase to hydrolysis while using strong organic modifiers such as trifluoroacetic acid. Whelk-O 2 is ideal for preparative separations since the material is bonded on 10 µm, 100Å spherical Kromasil silica. This allows the preparative chromatographer to perform method development on an analytical column and immediately scale up to larger diameter columns.
Leucine
The π-acceptor Leucine CSP is covalently bonded to 5 µm aminopropyl silica. Columns are available in either L- or D-Leucine, so the user can invert elution order if needed. This phase demonstrates enhanced enantioselectivities for several classes of compounds, including benzodiazapines.
Phenylglycine
Phenylglycine, a π-acceptor chiral phase, is covalently bonded to 5 µm aminopropyl silica. Phenylglycine columns are available in both L- and D- configurations to invert elution order if desired. This CSP resolves a wide variety of compounds containing π-basic groups, including: aryl-substituted cyclic sulfoxides, bi-ß-naphthol and its analogs, α-indanol and α-tetralol analogs, and aryl-substituted hydantoins.
β-Gem1
β-Gem1 is a π-acceptor chiral stationary phase and is prepared by covalently bonding the chiral selector to 5 µm silica through an ester linkage. In many cases, this chiral phase considerably outperforms its widely used analog, Phenylglycine. It can separate anilide derivatives of chiral carboxylic acids, including nonsteroidal anti-inflammatory agents. Available in (R,R) and (S,S) forms to invert elution order if desired.
| Column | Selector/Phase Type |
| DACH-DNB | 3,5-dinitrobenzoyl derivative of 1,2-diaminocyclohexane |
| ULMO | 3,5-dintrobenzoyl derivative of diphenylethylenediamine |
| Alpha-Burke 2 | dimethyl N-3,5-dinitro-benzoyl--amino-2,2-dimethyl- 4-pentenyl phosphonate |
| Pirkle 1-J | dimethyl N-3,5-dinitro-benzoyl--amino-2,2-dimethyl- 4-pentenyl phosphonate |
| Whelk-O 2 | 1-(3,5-dinitrobenzamido)-1,2,3,4-tetrahydrophenanthrene |
| Leucine | 3,5-dinitrobenzoyl leucine |
| Phenylglycine | 3,5-dinitrobenzoyl phenylglycine |
| β-Gem1 | N-3, 5-dinitrobenzoyl-3-amino- 3-phenyl-2-(1,1-dimethylethyl)-propanoate |
Regis Chiral Stationary Phases Brochure
(4.13 MB)