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

Title: 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

Volume: 17 Issue: 4

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

Affiliation:

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

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.

Cite this article as:

Sureshbabu V. Vommina, Narendra N., Hemantha P. H. and Chennakrishnareddy G., 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, Protein & Peptide Letters 2010; 17 (4) . https://dx.doi.org/10.2174/092986610790963735