Recent Advances in Rapid Synthesis of Non-proteinogenic Amino Acids from Proteinogenic Amino Acids Derivatives via Direct Photo-Mediated C-H Functionalization

Molecules. 2020 Nov 12;25(22):5270. doi: 10.3390/molecules25225270.

Abstract

Non-proteinogenic amino acids have attracted tremendous interest for their essential applications in the realm of biology and chemistry. Recently, rising C-H functionalization has been considered an alternative powerful method for the direct synthesis of non-proteinogenic amino acids. Meanwhile, photochemistry has become popular for its predominant advantages of mild conditions and conservation of energy. Therefore, C-H functionalization and photochemistry have been merged to synthesize diverse non-proteinogenic amino acids in a mild and environmentally friendly way. In this review, the recent developments in the photo-mediated C-H functionalization of proteinogenic amino acids derivatives for the rapid synthesis of versatile non-proteinogenic amino acids are presented. Moreover, postulated mechanisms are also described wherever needed.

Keywords: C–H functionalization; non-proteinogenic amino acids; photo-mediated.

Publication types

  • Review

MeSH terms

  • Amines
  • Amino Acids / chemistry*
  • Bromine / chemistry
  • Carbon / chemistry*
  • Chemistry Techniques, Synthetic
  • Chemistry, Organic / methods*
  • Chlorine / chemistry
  • Hydrogen / chemistry*
  • Peptides / chemistry
  • Photochemistry / methods

Substances

  • Amines
  • Amino Acids
  • Peptides
  • Chlorine
  • Carbon
  • Hydrogen
  • Bromine