Radical-Based Synthesis and Modification of Amino Acids

Angew Chem Int Ed Engl. 2021 Jan 18;60(3):1098-1115. doi: 10.1002/anie.202010157. Epub 2020 Nov 4.

Abstract

Amino acids (AAs) are key structural motifs with widespread applications in organic synthesis, biochemistry, and material sciences. Recently, with the development of milder and more versatile radical-based procedures, the use of strategies relying on radical chemistry for the synthesis and modification of AAs has gained increased attention, as they allow rapid access to libraries of novel unnatural AAs containing a wide range of structural motifs. In this Minireview, we provide a broad overview of the advancements made in this field during the last decade, focusing on methods for the de novo synthesis of α-, β-, and γ-AAs, as well as for the selective derivatisation of canonical and non-canonical α-AAs.

Keywords: amino acids; peptides; photochemistry; radical reactions; synthetic methods.

Publication types

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

MeSH terms

  • Amino Acids / chemistry*
  • Humans
  • Peptides / chemistry*
  • Photochemistry / methods*

Substances

  • Amino Acids
  • Peptides