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

Xihou Yin, Kerry L. McPhail, Kyung J. Kim, Mark Zabriskie

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

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
JournalChemBioChem
Volume5
Issue number9
DOIs
StatePublished - Sep 6 2004
Externally publishedYes

Fingerprint

Viomycin
Biosynthesis
Arginine
Genes
Amino Acids
Pyridoxal Phosphate
Escherichia coli Proteins
Cyclization
Multigene Family
Anti-Bacterial Agents
Peptides
Enzymes
capreomycidine

Keywords

  • Antibiotics
  • Biosynthesis
  • Nonribosornal peptide
  • Tuberactinomycin
  • Viomycin

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)
  • Organic Chemistry
  • Drug Discovery

Cite this

Formation of the nonproteinogenic amino acid 2S,3R-capreomycidine by VioD from the viomycin biosynthesis pathway. / Yin, Xihou; McPhail, Kerry L.; Kim, Kyung J.; Zabriskie, Mark.

In: ChemBioChem, Vol. 5, No. 9, 06.09.2004, p. 1278-1281.

Research output: Contribution to journalArticle

Yin, Xihou ; McPhail, Kerry L. ; Kim, Kyung J. ; Zabriskie, Mark. / Formation of the nonproteinogenic amino acid 2S,3R-capreomycidine by VioD from the viomycin biosynthesis pathway. In: ChemBioChem. 2004 ; Vol. 5, No. 9. pp. 1278-1281.
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