Issue 13, 2003
From the journal:

Chemical Communications

Stereoselective synthesis of individual isomers of Leu-enkephalin analogues containing substituted β-turn bicyclic dipeptide mimetics†

Chiyi Xiong,a   Junyi Zhang,a   Peg Davis,b   Wei Wang,ac   Jinfa Ying,a   Frank Porrecab  and  Victor J. Hruby*a  

* Corresponding authors

a Department of Chemistry, University of Arizona, 1306 E. University Blvd., Tucson, AZ 85721, USA

b Department of Pharmacology, University of Arizona Health Sciences Center, Tucson, AZ 85724, USA

c Genomics Institute of the Novartis Research Foundation, 10675 John Jay Hopkins Drive, San Diego, CA 92121, USA

Abstract

Novel constrained β-turn dipeptide mimetics, 8-phenyl thiaindolizidinone amino acids 3, have been synthesized stereoselectively and incorporated into Leu-enkephalin peptides as a replacement of dipeptide Gly–Phe to afford four individual isomers of Leu-enkephalin analogues 6.

Graphical abstract: Stereoselective synthesis of individual isomers of Leu-enkephalin analogues containing substituted β-turn bicyclic dipeptide mimetics

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Article information

DOI
https://doi.org/10.1039/B302235H
Article type
Communication
Submitted
21 Feb 2003
Accepted
01 May 2003
First published
04 Jun 2003

Chem. Commun., 2003, 1598-1599

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Stereoselective synthesis of individual isomers of Leu-enkephalin analogues containing substituted β-turn bicyclic dipeptide mimetics

C. Xiong, J. Zhang, P. Davis, W. Wang, J. Ying, F. Porreca and V. J. Hruby, Chem. Commun., 2003, 1598 DOI: 10.1039/B302235H

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