Formation of the nonproteinogenic amino acid 2S,3R-capreomycidine by VioD from the viomycin biosynthesis pathway

Xihou Yin, Kerry L. McPhail, Kyung Ja Kim, T. Mark Zabriskie

Research output: Contribution to journalArticle

28 Scopus citations


The tuberactinomycin peptide antibiotics possess several nonproteinogenic amino acids, including the signature capreomycidine residue arising from the oxidative cyclization of the L-arginine side chain. The vioD gene from the recently cloned viomycin biosynthesis gene cluster was expressed in E. coli, and the corresponding protein shown to catalyze the pyridoxal phosphate dependent conversion of 3S-hydroxy-L-arginine to 2S,3R-capreomycidine. VioD is the first example of a PLP-dependent enzyme that promotes an intramolecular β-replacement reaction.

Original languageEnglish (US)
Pages (from-to)1278-1281
Number of pages4
Issue number9
StatePublished - Sep 6 2004



  • Antibiotics
  • Biosynthesis
  • Nonribosornal peptide
  • Tuberactinomycin
  • Viomycin

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Organic Chemistry

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