ISSN:
0899-0042
Keywords:
macrocyclic antibiotics
;
separations
;
molecular modeling
;
enantioselectivity mechanism
;
copper complex
;
Chemistry
;
Food Science, Agricultural, Medicinal and Pharmaceutical Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Vancomycin forms a stable complex with Cu2- in neutral aqueous solutions. The enantioselectivity of native vancomycin was compared to that of the copper-vancomycin complex using capillary electrophoresis (CE). There were significant differences in their enantioselectivities. This can be attributed to the fact that copper ion coordinates with some of the same functional groups in vancomycin that are essential for chiral recognition and enantioresolution. An amine moiety that provides one of the more important enantioselective interactions was identified. This chiral interaction site was illustrated using a color-coded, space-filling model of the X-ray crystal structure of the copper-vancomycin complex. Successful enantioselective interactions at lower pHs were attributed to the partial dissociation of the copper-vancomycin complex. Chirality 8:590-595, 1996. © 1997 Wiley-Liss, Inc.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
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