Reversal of enantiomeric elution order on macrocyclic glycopeptide chiral stationary phases

Citation
Tl. Xiao et al., Reversal of enantiomeric elution order on macrocyclic glycopeptide chiral stationary phases, J LIQ CHR R, 24(17), 2001, pp. 2673-2684
Citations number
27
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry & Analysis","Spectroscopy /Instrumentation/Analytical Sciences
Journal title
JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES
ISSN journal
1082-6076 → ACNP
Volume
24
Issue
17
Year of publication
2001
Pages
2673 - 2684
Database
ISI
SICI code
1082-6076(2001)24:17<2673:ROEEOO>2.0.ZU;2-C
Abstract
The macrocyclic glycopeptides, vancomycin, teicoplanin, and ristocetin A ar e naturally occurring chiral molecules that have been developed into one of the most useful classes of chiral stationary phases (CSPs) for HPLC, Since these chiral selectors are structurally related, they tend to have similar , but not identical, enantioselectivities for most compounds. CSPs, of this type, with opposite enantioselectivities are rare. Two exceptions have bee n found to this. The oxazolidiones (starting materials for asymmetric synth esis) and dansyl amino acids all show a reversal in enantioselective retent ion on one of these three related CSPs. By using the HPLC assays developed for these compounds, the levels of enantiomeric impurities can be measured down to similar to0.01%. The enantiomeric purity of commercial oxazolidione s was determined.