Solvent effects on equilibria of addition of nucleophiles to acetaldehyde and the hydrophilic character of diols

R Bone, P Cullis, R Wolfenden

Index: Bone, Roger; Cullis, Paul; Wolfenden, Richard Journal of the American Chemical Society, 1983 , vol. 105, # 5 p. 1339 - 1343

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Citation Number: 29

Abstract

Conclusion The binding of both vancomycin and ristocetin A to AC-D-Ala-D-Ala is remarkably efficient. In the case of vancomycin, the most striking result of the present work is to establish the formation of a “carboxylate anion binding pocket” upon complexation with Ac- DAla-DAla. This pocket has hydrophobic walls on two sides, formed from aromatic and aliphatic hydrocarbon groups, thus strengthening the hydrogen bonds that occur within it. ...