The synthesis of dehydrotryptophan and dehydrotryptophan-containing peptides

Org Biomol Chem. 2011 Sep 7;9(17):5897-907. doi: 10.1039/c1ob05777d. Epub 2011 Jul 8.


Dehydrotryptophan and its derivatives are non-proteinogenic amino acids commonly found in peptide-based natural products produced by microorganisms, marine organisms and plants. These non-proteinogenic amino acids are found in secondary metabolites and are formed by post translational modification processes. Although comprehensive reviews on the synthesis of dehydroamino acids are available, this perspective focuses solely on methods to synthesise the dehydrotryptophan-containing segment of naturally occurring peptides, amino acids and their derivatives.

MeSH terms

  • Amino Acids / chemical synthesis*
  • Amino Acids / chemistry
  • Chemistry, Organic / methods*
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Tryptophan / analogs & derivatives*


  • Amino Acids
  • Peptides
  • Tryptophan