Nitrososynthase-triggered oxidative carbon-carbon bond cleavage in baumycin biosynthesis.

ABSTRACT: Baumycins are coproduced with the clinically important anticancer secondary metabolites daunorubicin and doxorubicin, which are glycosylated anthracyclines isolated from Streptomyces peucetius. The distinguishing feature of baumycins is the presence of an unusual acetal moiety appended to daunosamine, which is hydrolyzed during acidic extraction of daunorubicin from fermentation broth. The structure of the baumycin acetal suggests that it is likely derived from an unknown C3″-methyl deoxysugar cleaved between the C3″ and C4″ positions. This is supported by analysis of the baumycin/daunorubicin biosynthetic gene cluster (dox), which also encodes putative proteins consistent with production of an anthracycline dissacharide containing a branched sugar. Notably, the dnmZ gene in the dox gene c

SUBMITTER: Al-Mestarihi A 

PROVIDER: S-EPMC3786440 | biostudies-literature | 2013 Aug

REPOSITORIES: biostudies-literature