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Protein & Peptide Letters

Editor-in-Chief

ISSN (Print): 0929-8665
ISSN (Online): 1875-5305

Click Chemistry Aided Synthesis of 1,4-Substituted 1,2,3-Triazole Based N-Fmoc Protected -Amino Acids: Isolation, Characterization and Synthesis of Novel Triazole Based Unnatural Amino Acids

Author(s): Vommina V. Sureshbabu, N. Narendra, H. P. Hemantha and G. Chennakrishnareddy

Volume 17, Issue 4, 2010

Page: [499 - 506] Pages: 8

DOI: 10.2174/092986610790963735

Price: $65

Abstract

A new class of 1,4-substituted 1,2,3-triazole-based unnatural amino acids is demonstrated by employing click reaction between N-Fmoc amino alkyl azides and propiolic acid. The resulting unnatural amino acids were isolated and then subjected to Fmoc deprotection to isolate 1,2,3-triazole based amino acids as stable solids. These new class of molecules were also used for chain extension from both N- and C-terminals to synthesize dipeptidomimetics bearing 1,2,3- triazole moiety in the backbone.

Keywords: Click reaction, 1,2,3-Triazole, 3 + 2 cycloaddition, unnatural amino acid, Fmoc-chemistry


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