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Steric effects of cis-trans isomerism on neighboring residues in proline oligopeptides: A 13C-nmr study of conformational heterogeneity in linear tripeptides

✍ Scribed by R. Deslauriers; J. M. Becker; A. S. Steinfeld; F. Naider

Publisher
Wiley (John Wiley & Sons)
Year
1979
Tongue
English
Weight
802 KB
Volume
18
Category
Article
ISSN
0006-3525

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✦ Synopsis

Abstract

A series of proline‐containing linear oligopeptides (4 dipeptides and 15 tripeptides) were synthesized and examined in aqueous and nonaqueous solutions using ^13^C‐nmr spectroscopy. Spectra of linear tripeptides showing cis‐trans isomerism about the X‐Pro bond (X = Pro, Gly, and Ala) also show neighboring effects on the chemical shifts of residues both preceding and following the prolyl moiety. The extent of cis‐trans isomerism observed about the X‐Pro peptide bond correlates not only with the nature of X, but also depends on the size of the residue following proline; the larger substituents favor an increase in cis content about the X‐Pro bond.

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