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Tailor‐Made Amino Acids in Pharmaceutical Industry: Synthetic Approaches to Aza‐Tryptophan Derivatives

Jianlin Han, Nataliya V. Lyutenko, Alexander E. Sorochinsky, Ayaka Okawara, Hiroyuki Konno, S.W. White, Vadim A. Soloshonok

2021Chemistry - A European Journal20 citationsDOI

Abstract

Over the recent years there has been a noticeable upsurge of interest in aza-analogs of tryptophan which are isosteric to the latter and found numerous applications in medicinal, bioorganic chemistry, and peptide research. In the present review article, five aza-tryptophan derivatives are profiled, including aza-substitution in the positions 2, on the five-membered ring, as well as in positions 4, 5, 6, and 7 on the six-membered ring. A detailed and comprehensive literature overview of the synthetic methods for the preparation of these aza-tryptophans is presented and general facets of the biological properties and most promising applications are discussed.

Topics & Concepts

TryptophanRing (chemistry)Bioorganic chemistryChemistryCombinatorial chemistryPeptideAmino acidStereochemistryOrganic chemistryBiochemistryEnzymeChemical Synthesis and AnalysisSynthesis and Biological EvaluationClick Chemistry and Applications
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