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L45 US Pharmacopoeia Columns

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ChiraDex® (5 µm) HPLC Columns

Merck offers a broad range of HPLC columns that are fully compliant with USP (United States Pharmacopoeia) specifications. L45 USP columns are described as beta-cyclodextrin bonded to porous silica particles, 5 to 10 µm in diameter. ChiraDex® (5 µm) is an extremely versatile HPLC column with broad enantioselectivity that fulfills all L45 USP requirements.

The Versatile Column for Enantiomer Analysis

Optimized for chiral separations, ChiraDex® HPLC columns allow reliable determination of enantiomeric purity, and efficient isolation of pure enantiomers. This makes them extremely valuable for analyzing the pharmacological effects of chiral compounds in biological systems. Among many important pharmaceutical applications, ChiraDex® columns enable rapid enantiomer separation in the analysis of chiral drugs or flavor ingredients. The columns are suitable for chiral separations of numerous classes of compounds, including hydrocarbons, steroids, phenyl esters, aromatic amines, and heterocycles with 5 to 7-membered rings. Simply composed RP-eluents can be used in most separations.

Feature and Benefits

  • Classified as L45 USP column
  • Optimized for rapid, efficient chiral separations
  • Suitable for numerous classes of chiral compounds
  • Compatible with simple RP-eluents

Characterization of ChiraDex®

ChiraDex® columns are based on beta-cyclodextrin covalently linked to spherical silica particles. Cyclodextrins are cyclic oligosaccharides consisting of alpha-1,4-glycosidically-linked D-glucose units. Accordingly, beta-cyclodextrin consists of 7 glucose units. Geometrically seen, cyclodextrins are truncated cones with secondary hydroxy groups directed towards the larger opening, and primary hydroxy groups forming the smaller opening. This results in a hydrophobic inner cavity, contrasting with the two hydrophilic openings. Since cyclodextrins are made of chiral D-glucose units, their structure acts as a chiral selector. Due to their opposing configurations, the enantiomers of a racemic mixture can bond (to different degrees) with the cyclodextrin molecule. Thus, diastereomeric "inclusion complexes" are formed, based on hydrophobic interaction (between cavity and guest molecule), and stereo selective hydrogen bonds (between the C2 and C3 hydrogen groups of glucose molecules and the guest molecule).

Application Example

Separation of Cromakalim

Separation of Methadone

Specifications

Sorbent Characteristics
Silica particles with covalently bonded beta-cyclodextrin ChiraDex
Particle Shape
Spherical
Particle Size
5 μm
Pore Size 100 Å (10 nm)
Spec. Surface Area 300-360 m2/g
Chiral Selector Beta-cyclodextrin
pH Range pH 3 - 7.5
Shipping Eluent Methanol/Water

Benefits of Enantiomers for Therapeutic Use

Properties of Racemates
Potential benefits of enantiomers
  • One enantiomer is exclusively active
  • Other enantiomer is toxic
  • Enantiomers have different pharmacokinetics
  • Enantiomers metabolize at different rates in the same person
  • Enantiomers metabolize at different rates in the population
  • One enantiomer is prone to interaction with key detoxification pathways
  • One enantiomer is an agonist, the other an antagonist
  • Enantiomers vary in spectra of pharmacological action and tissue specificity
  • Reduced dose and load on metabolism
  • Increased latitude in dose and broader use of the drug
  • Better control of kinetics and dose
  • Wider latitude in setting the dose; reduction in variability of patient’s responses
  • Reduction in variability of patient’s responses; greater confidence in setting a single dose
  • Reduced interactions with other common drugs
  • Enhanced activity and reduction of dose
  • Increased specificity and reduced side effects for one enantiomer, use of other enantiomer for a different indication
 
 
 
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