Valanimycin biosynthesis: investigations of the mechanism of isobutylhydroxylamine incorporation

Tao Tao; Lawrence B Alemany; Ronald J Parry

doi:10.1021/ol0340989

Valanimycin biosynthesis: investigations of the mechanism of isobutylhydroxylamine incorporation

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

Authors

Tao Tao¹, Lawrence B Alemany, Ronald J Parry

Affiliation

¹ Department of Chemistry MS65, Rice University, 6100 Main St., Houston, Texas 77005, USA.

PMID: 12688722
DOI: 10.1021/ol0340989

Abstract

[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

Substances

Azo Compounds
Hydroxylamines
Nitrogen Isotopes
Oxygen Isotopes
valanimycin

Grants and funding

GM53818/GM/NIGMS NIH HHS/United States