Stereochemistry of Peptides Containing 1-AminocyclopentanecarboxylicA cid ( Am5): Solution and Solid-state Conformations of Boc-Acc '-Acc'-NHMe

Bardi, R and Piazzesi, AM and Toniolo, C and Sukumar, M and Balaram, P (1986) Stereochemistry of Peptides Containing 1-AminocyclopentanecarboxylicA cid ( Am5): Solution and Solid-state Conformations of Boc-Acc '-Acc'-NHMe. In: Biopolymers, 25 (9). pp. 1635-1644.

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Abstract

The conformational analysis of a protected homodipeptide of 1-aminocyclopentanecarboxylic acid (Acc5) has been carried out. 1H-nmr studies establish a -turn conformation for Boc-Acc5-Acc5-NHMe in chloroform and dimethylsulfoxide solutions involving the methylamide NH in an intramolecular hydrogen bond. Supportive evidence for the formation of an intramolecular hydrogen bond is obtained from ir studies. X-ray diffraction studies reveal a type III -turn conformation in the solid state stabilized by a 4 1 hydrogen bond between the Boc CO and methylamide NH groups. The , values for both Acc5 residues are close to those expected for an ideal 310-helical conformation ( ± 60°, ±30°).

Item Type:	Journal Article
Additional Information:	Copyright of this article belongs to John Wiley and Sons.
Department/Centre:	Division of Biological Sciences > Molecular Biophysics Unit
Date Deposited:	04 Feb 2010 06:52
Last Modified:	19 Sep 2010 05:35
URI:	http://eprints.iisc.ernet.in/id/eprint/20956

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