Entry |
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Name |
13-deoxydaunorubicin hydroxylase;
DoxA
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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 |
13-deoxydaunorubicin,NADPH:oxygen oxidoreductase (13-hydroxylating)
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Reaction(IUBMB) |
(1) 13-deoxydaunorubicin + NADPH + H+ + O2 = 13-dihydrodaunorubicin + NADP+ + H2O [RN: R06688];
(2) 13-dihydrodaunorubicin + NADPH + H+ + O2 = daunorubicin + NADP+ + 2 H2O [RN: R06689]
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Reaction(KEGG) |
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Substrate |
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Product |
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Comment |
The enzymes from the Gram-positive bacteria Streptomyces sp. C5 and Streptomyces peucetius show broad substrate specificity for structures based on an anthracycline aglycone, but have a strong preference for 4-methoxy anthracycline intermediates (13-deoxydaunorubicin and 13-dihydrodaunorubicin) over their 4-hydroxy analogues (13-deoxycarminomycin and 13-dihydrocarminomycin), as well as a preference for substrates hydroxylated at the C-13 rather than the C-14 position.
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History |
EC 1.14.13.181 created 2013
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Pathway |
ec01057 | Biosynthesis of type II polyketide products |
ec01130 | Biosynthesis of antibiotics |
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Orthology |
K15955 | 13-deoxydaunorubicin hydroxylase |
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Reference |
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Authors |
Walczak RJ, Dickens ML, Priestley ND, Strohl WR |
Title |
Purification, properties, and characterization of recombinant Streptomyces sp. strain C5 DoxA, a cytochrome P-450 catalyzing multiple steps in doxorubicin biosynthesis. |
Journal |
J Bacteriol 181:298-304 (1999) |
Sequence |
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Reference |
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Authors |
Dickens ML, Priestley ND, Strohl WR. |
Title |
In vivo and in vitro bioconversion of epsilon-rhodomycinone glycoside to doxorubicin: functions of DauP, DauK, and DoxA. |
Journal |
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Sequence |
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Other DBs |
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