Synthesis and conformational studies of novel cyclic peptides constrained into a 310 helical structure by a heterochiral d-Pro-l-Pro dipeptide template

Nageshwara Rao, I. ; Boruah, Anima ; Kiran Kumar, S. ; Kunwar, A. C. ; Sivalakshmi Devi, A. ; Vyas, K. ; Ravikumar, Krishnan ; Iqbal, Javed (2004) Synthesis and conformational studies of novel cyclic peptides constrained into a 310 helical structure by a heterochiral d-Pro-l-Pro dipeptide template Journal of Organic Chemistry, 69 (6). pp. 2181-2184. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo030282w

Related URL: http://dx.doi.org/10.1021/jo030282w

Abstract

An acyclic tripeptide based on a heterochiral d-pro-l-pro template shows a propensity to exist as a 310 helical conformation and can be cyclized, via ring-closing metathesis, to the corresponding cyclic tetrapeptides without disrupting the helical conformations in CDCl3 as well as in DMSO-d6 solutions. The detailed conformational studies were carried out by using NMR spectroscopy, X-ray crystallography, molecular dynamic simulations, and circular dichroism spectroscopy.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:16956
Deposited On:16 Nov 2010 13:15
Last Modified:17 Feb 2011 04:37

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