Elucidation of vancomycin's enantioselective binding site using its copper complex
| Autor: | Drake S. Eggleston, Usha B. Nair, Daniel W. Armstrong, Yasir Y. Rawjee, James V. McArdle, Samuel S.C. Chang |
|---|---|
| Rok vydání: | 1996 |
| Předmět: |
inorganic chemicals
Pharmacology Molecular model Chemistry Stereochemistry Organic Chemistry Enantioselective synthesis Crystal structure biochemical phenomena metabolism and nutrition Catalysis Dissociation (chemistry) Analytical Chemistry Capillary electrophoresis Drug Discovery Moiety Amine gas treating Chirality (chemistry) Spectroscopy |
| Zdroj: | Chirality. 8:590-595 |
| ISSN: | 1520-636X 0899-0042 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Plný text