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Updated: Mar 26, 2026

Split-and-pool Synthesis and Characterization of Peptide Tertiary Amide Library
Published on: June 20, 2014
α-Amino Acid-Isosteric α-Amino Tetrazoles
Ting Zhao1, Katarzyna Kurpiewska2, Justyna Kalinowska-Tłuścik2
1University of Groningen, Department of Drug Design, A. Deusinglaan 1, 9713 AV, Groningen, the Netherlands.
Abstract:
The synthesis of all 20 common natural proteinogenic and 4 otherα-amino acid-isosteric α-amino tetrazoles has been accomplished, whereby the carboxyl group is replaced by the isosteric 5-tetrazolyl group. The short process involves the use of the key Ugi tetrazole reaction followed by deprotection chemistries. The tetrazole group is bioisosteric to the carboxylic acid and is widely used in medicinal chemistry and drug design. Surprisingly, several of the common α-amino acid-isosteric α-amino tetrazoles are unknown up to now. Therefore a rapid synthetic access to this compound class and non-natural derivatives is of high interest to advance the field.
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