Biosynthesis of nanaomycin: syntheses of nanaomycin E from nanaomycin A and of nanaomycin B from nanaomycin E in a cell-free system.
The enzyme reactions from NNM-A to NNM-E and from NNM-E to NNM-B were established in a cell-free system containing an extract from the nanaomycin producer Streptomyces rosa var. notoensis. The enzyme which catalyses the former epoxide-forming reaction (NNM-A leads to NNM-E) required NADH (or NADPH) and O2 suggesting that it is the monooxygenase-type; thus, NNM-A monooxygenase (4a,10a-epoxidizing) is proposed as its name. The other enzyme which catalyses the reductive epoxide-opening reaction (NNM-E leads to NNM-B) requires NADH or NADPH and is tentatively named NNM-B synthetase. Such a reductive epoxide-opening reaction is a novel enzyme reaction.
D000332:Aerobiosis; D000693:Anaerobiosis; D000935:Antifungal Agents / Q000096:biosynthesis*; D002474:Cell-Free System; D007700:Kinetics; D009285:Naphthoquinones / Q000096:biosynthesis / Q000378:metabolism; D010088:Oxidoreductases / Q000378:metabolism; D010105:Oxygenases / Q000378:metabolism; D013302:Streptomyces / Q000378:metabolism; D000095622:Benzoisochromanequinones
D000935:Antifungal Agents; D009285:Naphthoquinones; D010088:Oxidoreductases; D010105:Oxygenases; C008638:nanaomycin A; D000095622:Benzoisochromanequinones; C011511:nanaomycin B; C023430:nanaomycin E; C032427:nanaomycin B synthetase; C032428:nanaomycin A monooxygenase (4a,10a-epoxidizing)