Abstract
A new macrocyclic antibiotic of the vancomycin family, referred to by its industrial designation as A-40,926, was bonded to 5 μm silica particles and utilized as a chiral stationary phase (CSP). Since A-40,926 is structurally related to teicoplanin, the A-40,926 CSP was compared to a commercially available teicoplanin CSP. A set of 28 chiral compounds, including amino-acids and related compounds, compounds with a ring containing the stereogenic centre, compounds bearing aromatic structures near their stereogenic centres and alcohols, was tested for enantioseparation on the two CSPs. The results are compared and discussed in terms of enantioselective Gibbs energy difference. The A-40,926 CSP was able to resolve one compound that was not resolved by the teicoplanin CSP. However, it could not separate four compounds that the teicoplanin CSP did separate. It is shown that the A-40,926 CSP is complementary to the teicoplanin CSP, thereby enlarging the number of enantiomers that can be separated by the macrocyclic glycopeptide based CSPs. Copyright (C) 2000 Elsevier Science B.V.
Recommended Citation
A. Berthod et al., "Evaluation of the Macrocyclic Glycopeptide A-40,926 as a High-performance Liquid Chromatographic Chiral Selector and Comparison with Teicoplanin Chiral Stationary Phase," Journal of Chromatography A, vol. 897, no. 1 thru 2, pp. 113 - 129, Elsevier, Nov 2000.
The definitive version is available at https://doi.org/10.1016/S0021-9673(00)00804-9
Department(s)
Chemistry
Keywords and Phrases
A-40,926; Amino acids; Antibiotics; Chiral stationary phases, LC; Enantiomer separation; Teicoplanin
International Standard Serial Number (ISSN)
0021-9673
Document Type
Article - Journal
Document Version
Citation
File Type
text
Language(s)
English
Rights
© 2024 Elsevier, All rights reserved.
Publication Date
03 Nov 2000
PubMed ID
11128195
Comments
National Institutes of Health, Grant R01 GM53825-04