Neighboring residue effects: Evidence for intramolecular assistance to racemization or epimerization of dipeptide residues

GG Smith, RC Evans, R Baum

Index: Smith, Grant Gill; Evans, Robert C.; Baum, Rocky Journal of the American Chemical Society, 1986 , vol. 108, # 23 p. 7327 - 7332

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Citation Number: 26

Abstract

Abstract: Dipeptides, their methyl esters, diketopiperazines (DKP), and N-substituted derivatives were racemized at high temperatures (approximately 120" C) in aqueous phosphate buffered solutions at pH values close to the pH of maximum racemization (approximately 8). The racemization of the dipeptides Ala-Gly and Gly-Ala followed reversible first-order kinetics. The initial rate of racemization of DKP was very fast but soon ...

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