Abstract
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.
Recommended Citation
U. B. Nair et al., "Elucidation of Vancomycin's Enantioselective Binding Site using its Copper Complex," Chirality, vol. 8, no. 8, pp. 590 - 595, Wiley, Dec 1996.
The definitive version is available at https://doi.org/10.1002/(SICI)1520-636X(1996)8:8<590::AID-CHIR9>3.0.CO;2-D
Department(s)
Chemistry
Publication Status
Full Access
Keywords and Phrases
copper complex; enantioselectivity mechanism; macrocyclic antibiotics; molecular modeling; separations
International Standard Serial Number (ISSN)
0899-0042
Document Type
Article - Journal
Document Version
Citation
File Type
text
Language(s)
English
Rights
© 2024 Wiley, All rights reserved.
Publication Date
01 Dec 1996
