Design of peptides with alpha,beta-dehydro residues: pseudo-tripeptide N-benzyloxycarbonyl-DeltaLeu-L-Ala-L-Leu-OCH3

Jyoti Makker; Sharmistha Dey; Pravindra Kumar; Tej P Singh

doi:10.1107/s0108270101016468

Design of peptides with alpha,beta-dehydro residues: pseudo-tripeptide N-benzyloxycarbonyl-DeltaLeu-L-Ala-L-Leu-OCH3

Acta Crystallogr C. 2002 Apr;58(Pt 4):O212-4. doi: 10.1107/s0108270101016468. Epub 2002 Mar 12.

Authors

Jyoti Makker¹, Sharmistha Dey, Pravindra Kumar, Tej P Singh

Affiliation

¹ Department of Biophysics, All India Institute of Medical Sciences, Ansari Nagar, New Delhi 110 029, India.

PMID: 11932545
DOI: 10.1107/s0108270101016468

Abstract

The title peptide N-benzyloxycarbonyl-DeltaLeu-L-Ala-L-Leu-OCH(3) [methyl N-(benzyloxycarbonyl)-alpha,beta-dehydroleucyl-L-alanyl-L-leucinate], C(24)H(35)N(3)O(6), was synthesized in the solution phase. The peptide adopts a type II' beta-turn conformation which is stabilized by an intramolecular 4 --> 1 N-H* * *O hydrogen bond. The crystal packing is stabilized by two intermolecular N-H* * *O hydrogen bonds.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Crystallography, X-Ray
Drug Design
Indicators and Reagents
Models, Molecular
Molecular Conformation
Oligopeptides / chemical synthesis
Oligopeptides / chemistry*

Substances

Indicators and Reagents
N-benzyloxycarbonyl-DeltaLeu-L-Ala-L-Leu-OCH3
Oligopeptides