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Stereochemistry of peptides and polypeptides containing omega amino acids

Banerjee, A and Balaram, P (1997) Stereochemistry of peptides and polypeptides containing omega amino acids. In: Current science, 73 (12). pp. 1067-1077.

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The omega amino acids have a larger degree of conformational variability than the alpha amino acids, leading to a greater diversity of backbone structures in peptides and polypeptides. The synthetic accessibility of chiral beta-amino acids and the recent observation of novel helical folds in oligomers of cyclic beta-amino acids has led to renewed interest in the stereochemistry of omega-amino acid containing peptides. This review focuses on the conformational characteristics of the polymethylene chain in omega-amino acid segments and surveys structural features in peptides established by X-ray diffraction. The literature on polymers of achiral omega-amino acids (nylon derivatives) and chiral, substituted derivatives derived from trifunctional alpha-amino acids, reveals that while sheet-like, intermolecular hydrogen bonded structures are formed by the former, folded helices appear favoured by the latter. omega-Amino acids promise to expand the repertoire of peptide folds.

Item Type: Journal Article
Publication: Current science
Publisher: Indian academy of sciences
Additional Information: Copyright for this article belongs to Indian academy of sciences.
Department/Centre: Division of Biological Sciences > Molecular Biophysics Unit
Date Deposited: 11 Jan 2010 12:47
Last Modified: 19 Sep 2010 05:52
URI: http://eprints.iisc.ac.in/id/eprint/24856

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