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Spectroscopic study of monosubstituted amides. II. Rotation isomers in amides substituted by aliphatic side‐chain models
Author(s) -
Fillaux F.,
De Lozé C.
Publication year - 1972
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.1972.360111007
Subject(s) - chemistry , conformational isomerism , amide , side chain , chain (unit) , valine , stereochemistry , medicinal chemistry , organic chemistry , molecule , amino acid , polymer , biochemistry , physics , astronomy
The influence of the substituents upon the Amide I and νNH frequencies has been analyzed for ten amides substituted by aliphatic side chains. By considering the aliphatic chain field effect, some data are obtained as to the conformation of the NC α bond. In two amides, the presence of an equilibrium between two conformers is shown and a semiquantitative estimation of the energies involved is obtained. The consequences for polypeptides conformation, especially for poly‐ L ‐valine, are discussed.