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Cis–trans peptide‐bond equilibria in cyclic hexapeptides
Author(s) -
Kopple Kenneth D.,
Zhu PengPeng,
Go Anita
Publication year - 1983
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.360220124
Subject(s) - chemistry , steric effects , peptide , cyclic peptide , side chain , solvent , peptide bond , stereochemistry , solvent effects , organic chemistry , biochemistry , polymer
Data are presented on the position of the equilibria of cyclo (Xxx‐Pro‐Yyy) 2 backbones between forms with two cis Xxx‐Pro peptide bonds and forms with only trans peptide bonds. These data are interpreted in terms of two factors: a solvent‐independent steric interaction between the Xxx and Pro side chains, and the ability of solvent to influence the transannular electrostatic interaction between NH and CO groups of the Xxx units in the all‐ trans form.