Bioconversion and biosynthesis of nanaomycins using cerulenin, a specific inhibitor of fatty acid and polyketide biosyntheses.
The biosynthetic relationship of the nanaomycins produced by Streptomyces rosa var. notoensis OS-3966 was studied by means of a bioconversion method using the antibiotic cerulenin, a specific inhibitor of fatty acid and polyketide biosyntheses. Nanaomycin D was considered to be the first component produced from the hypothetical intermediate "polyketide". It is proposed that the biosynthesis sequence for the nanaomycin is: nanaomycin D leads to nanaomycin A leads to nanaomycin E leads to nanaomycin B. Nanaomycin B can be converted to nanaomycin A by non-enzymatic dehydration; however, nanaomycin A is rapidly bioconverted to nanaomycin E, which is the major component synthesized by the nanaomycin-producing strain.
D000935:Antifungal Agents / Q000096:biosynthesis / Q000378:metabolism* / Q000494:pharmacology*; D001711:Biotransformation; D002569:Cerulenin / Q000494:pharmacology*; D005227:Fatty Acids / Q000378:metabolism; D009285:Naphthoquinones / Q000096:biosynthesis / Q000378:metabolism; D013302:Streptomyces / Q000254:growth & development / Q000378:metabolism; D013997:Time Factors; D000095622:Benzoisochromanequinones
D000935:Antifungal Agents; D002569:Cerulenin; D005227:Fatty Acids; D009285:Naphthoquinones; C008638:nanaomycin A; D000095622:Benzoisochromanequinones; C011511:nanaomycin B; C026757:nanaomycin C; C023430:nanaomycin E; C013079:kalafungin