Abstract
The azinomycins are a family of aziridine-containing antitumor antibiotics and represent a treasure trove of biosynthetic reactions. The formation of the azabicyclo[3.1.0]hexane ring and functionalization of this ring system remain the least understood aspects of the pathway. This study reports the incorporation of 18O-labeled molecular oxygen in azinomycin biosynthesis including both oxygens of the diol that ultimately adorn the aziridino[1,2- a]pyrrolidine moiety. Likewise, two other sites of heavy atom incorporation are observed.
Publication types
-
Research Support, Non-U.S. Gov't
-
Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
-
Azabicyclo Compounds
-
Chromatography, Thin Layer
-
Dipeptides / biosynthesis*
-
Intercellular Signaling Peptides and Proteins / biosynthesis*
-
Intercellular Signaling Peptides and Proteins / isolation & purification
-
Naphthalenes / isolation & purification
-
Oxygen / metabolism*
-
Streptomyces / chemistry
-
Streptomyces / metabolism*
Substances
-
Azabicyclo Compounds
-
Dipeptides
-
Intercellular Signaling Peptides and Proteins
-
Naphthalenes
-
azinomycin B
-
azinomycin A
-
Oxygen