Valanimycin biosynthesis: investigations of the mechanism of isobutylhydroxylamine incorporation

Org Lett. 2003 Apr 17;5(8):1213-5. doi: 10.1021/ol0340989.


[reaction: see text] The incorporation of [(15)N, (18)O]-isobutylhydroxylamine into the antibiotic valanimycin by Streptomyces viridifaciens has been shown to proceed with loss of the (18)O label, thereby demonstrating that the azoxy oxygen atom of valanimycin is not derived from the oxygen atom of isobutylhydroxylamine.

Publication types

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

MeSH terms

  • Azo Compounds / metabolism*
  • Hydroxylamines / chemistry
  • Hydroxylamines / metabolism*
  • Nitrogen Isotopes
  • Oxygen Isotopes
  • Streptomyces / metabolism


  • Azo Compounds
  • Hydroxylamines
  • Nitrogen Isotopes
  • Oxygen Isotopes
  • valanimycin