Protocol for the Incorporation of γ-Amino Acids into Peptides: Application to (-)-Shikimic Acid Based 2-Amino-Methylcyclohexanecarboxylic Acids

Marcos A González; Amalia M Estévez; María Campos; Juan C Estévez; Ramón J Estévez

doi:10.1021/acs.joc.7b02671

Protocol for the Incorporation of γ-Amino Acids into Peptides: Application to (-)-Shikimic Acid Based 2-Amino-Methylcyclohexanecarboxylic Acids

J Org Chem. 2018 Feb 2;83(3):1543-1550. doi: 10.1021/acs.joc.7b02671. Epub 2018 Jan 17.

Authors

Marcos A González¹, Amalia M Estévez¹, María Campos¹, Juan C Estévez¹, Ramón J Estévez¹

Affiliation

¹ Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS) and Departamento de Química Orgánica, Campus Vida, Universidade de Santiago de Compostela , 15782 Santiago de Compostela, Spain.

PMID: 29297227
DOI: 10.1021/acs.joc.7b02671

Abstract

The first example of a new protocol for the incorporation of γ-amino acids into peptides is reported. It involved a shikimic acid based stereoselective synthesis polyhydroxylated-2-nitromethylcyclohexanecarboxylic acids, which were directly incorporated into peptides.

Publication types

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