Tetracenomycin C/8-demethyltetracenomycin C biosynthesis, tetracenomycin F2 => tetracenomycin C/8-demethyltetracenomycin C
Brite
KEGG Orthology (KO) [BR:ko00001]
09100 Metabolism
09109 Metabolism of terpenoids and polyketides
01057 Biosynthesis of type II polyketide products
K15972 tcmG, elmG; tetracenomycin A2 monooxygenase-dioxygenase
09180 Brite Hierarchies
09181 Protein families: metabolism
01008 Polyketide biosynthesis proteins
K15972 tcmG, elmG; tetracenomycin A2 monooxygenase-dioxygenase
Enzymes [BR:ko01000]
1. Oxidoreductases
1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
1.14.13 With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
1.14.13.200 tetracenomycin A2 monooxygenase-dioxygenase
K15972 tcmG, elmG; tetracenomycin A2 monooxygenase-dioxygenase
Polyketide biosynthesis proteins [BR:ko01008]
Polyketide tailoring proteins
Oxygenase
K15972 tcmG, elmG; tetracenomycin A2 monooxygenase-dioxygenase
Cloning, sequencing, and heterologous expression of the elmGHIJ genes involved in the biosynthesis of the polyketide antibiotic elloramycin from Streptomyces olivaceus Tu2353.
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
Isolated from the bacterium Streptomyces glaucescens. The enzyme was also isolated from the bacterium Streptomyces olivaceus, where it acts on 8-demethyltetracenomycin A2 (tetracenomycin B2) as part of elloramycin biosynthesis. The reaction involves a monooxygenase reaction which is followed by a dioxygenase reaction giving a gem-diol and an epoxide. Water opens the epoxide giving two hydroxy groups. The gem-diol eliminates water to give a ketone which is then reduced to a hydroxy group.
Triple hydroxylation of tetracenomycin A2 to tetracenomycin C in Streptomyces glaucescens. Overexpression of the tcmG gene in Streptomyces lividans and characterization of the tetracenomycin A2 oxygenase.