Entry |
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Name |
tetracenomycin A2 monooxygenase-dioxygenase;
TcmG;
ElmG;
tetracenomycin A2,NAD(P)H:O2 oxidoreductase (tetracenomycin C forming)
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Class |
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
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Sysname |
tetracenomycin A2,NAD(P)H:oxygen oxidoreductase (tetracenomycin C forming)
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Reaction(IUBMB) |
tetracenomycin A2 + 2 O2 + 2 NAD(P)H + 2 H+ = tetracenomycin C + 2 NAD(P)+ + H2O [RN: R06704]
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Reaction(KEGG) |
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Substrate |
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Product |
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Comment |
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.
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History |
EC 1.14.13.200 created 2014
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Pathway |
ec01057 | Biosynthesis of type II polyketide products |
ec01110 | Biosynthesis of secondary metabolites |
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Orthology |
K15972 | tetracenomycin A2 monooxygenase-dioxygenase |
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Genes |
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Reference |
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Authors |
Shen B, Hutchinson CR |
Title |
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. |
Journal |
J Biol Chem 269:30726-33 (1994) |
Sequence |
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Reference |
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Authors |
Rafanan ER Jr, Hutchinson CR, Shen B |
Title |
Triple hydroxylation of tetracenomycin A2 to tetracenomycin C involving two molecules of O(2) and one molecule of H(2)O. |
Journal |
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Reference |
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Authors |
Beynon J, Rafanan ER Jr, Shen B, Fisher AJ |
Title |
Crystallization and preliminary X-ray analysis of tetracenomycin A2 oxygenase: a flavoprotein hydroxylase involved in polyketide biosynthesis. |
Journal |
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Other DBs |
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