Enzyme

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     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
ID:1.14.13.181
Description:13-deoxydaunorubicin hydroxylase.

3D structure

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References

External Links

UniProtKB Enzyme Link: UniProtKB 1.14.13.181
BRENDA Enzyme Link: BRENDA 1.14.13.181
KEGG Enzyme Link: KEGG1.14.13.181
BioCyc Enzyme Link: BioCyc 1.14.13.181
ExPASy Enzyme Link: ExPASy1.14.13.181
EC2PDB Enzyme Link: EC2PDB 1.14.13.181
ExplorEnz Enzyme Link: ExplorEnz 1.14.13.181
PRIAM enzyme-specific profiles Link: PRIAM 1.14.13.181
IntEnz Enzyme Link: IntEnz 1.14.13.181
MEDLINE Enzyme Link: MEDLINE 1.14.13.181
MSA:

1.14.13.181;

Phylogenetic Tree:

1.14.13.181;

Uniprot:
M-CSA:
RHEA:15717 daunorubicin + H(+) + NADPH + O2 = doxorubicin + H2O + NADP(+)
RULE(radius=1) [*:1]-[CH3;+0:2].[*:3]-[N;H0;+0:4]1-[CH;+0:5]=[C;H0;+0:6](-[*:7])-[CH2;+0:8]-[CH;+0:9]=[CH;+0:10]-1.[H+;H0:11].[O;H0;+0:12]=[O;H0;+0:13]>>[*:1]-[CH2;+0:2]-[OH;+0:12].[*:3]-[n+;H0:4]1:[cH;+0:5]:[c;H0;+0:6](-[*:7]):[cH;+0:8]:[cH;+0:9]:[cH;+0:10]:1.[OH2;+0:13]
Reaction
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Purification, properties, and characterization of recombinant Streptomyces sp. strain C5 DoxA, a cytochrome P-450 catalyzing multiple steps in doxorubicin biosynthesis.Walczak RJ, Dickens ML, Priestley ND, Strohl WR1999 Jan9864343
In vivo and in vitro bioconversion of epsilon-rhodomycinone glycoside to doxorubicin: functions of DauP, DauK, and DoxA.Dickens ML, Priestley ND, Strohl WR1997 Apr9098063
Adriamycin, 14-hydroxydaunomycin, a new antitumor antibiotic from S. peucetius var. caesius.Arcamone F, Cassinelli G, Fantini G, Grein A, Orezzi P, Pol C, Spalla C1969 Nov5365804

RHEA:37847 13-dihydrodaunorubicin + H(+) + NADPH + O2 = daunorubicin + 2 H2O + NADP(+)
RULE(radius=1) [*:1]-[CH;+0:2](-[*:3])-[OH;+0:4].[*:5]-[N;H0;+0:6]1-[CH;+0:7]=[C;H0;+0:8](-[*:9])-[CH2;+0:10]-[CH;+0:11]=[CH;+0:12]-1.[H+;H0:13].[O;H0;+0:14]=[O;H0;+0:15]>>[*:1]-[C;H0;+0:2](-[*:3])=[O;H0;+0:4].[*:5]-[n+;H0:6]1:[cH;+0:7]:[c;H0;+0:8](-[*:9]):[cH;+0:10]:[cH;+0:11]:[cH;+0:12]:1.[OH2;+0:14].[OH2;+0:15]
Reaction
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Purification, properties, and characterization of recombinant Streptomyces sp. strain C5 DoxA, a cytochrome P-450 catalyzing multiple steps in doxorubicin biosynthesis.Walczak RJ, Dickens ML, Priestley ND, Strohl WR1999 Jan9864343
In vivo and in vitro bioconversion of epsilon-rhodomycinone glycoside to doxorubicin: functions of DauP, DauK, and DoxA.Dickens ML, Priestley ND, Strohl WR1997 Apr9098063
Bioconversion of the anthracycline analogue desacetyladriamycin by recombinant DoxA, a P450-monooxygenase from Streptomyces sp. strain C5.Walczak RJ, Hines JV, Strohl WR, Priestley ND2001 Jul 2611463295

RHEA:37851 13-deoxydaunorubicin + H(+) + NADPH + O2 = 13-dihydrodaunorubicin + H2O + NADP(+)
RULE(radius=1) [*:1]-[CH2;+0:2]-[*:3].[*:4]-[N;H0;+0:5]1-[CH;+0:6]=[C;H0;+0:7](-[*:8])-[CH2;+0:9]-[CH;+0:10]=[CH;+0:11]-1.[H+;H0:12].[O;H0;+0:13]=[O;H0;+0:14]>>[*:1]-[CH;+0:2](-[*:3])-[OH;+0:13].[*:4]-[n+;H0:5]1:[cH;+0:6]:[c;H0;+0:7](-[*:8]):[cH;+0:9]:[cH;+0:10]:[cH;+0:11]:1.[OH2;+0:14]
Reaction
Core-to-Core More

References

TitleAuthorsDatePubMed ID
Purification, properties, and characterization of recombinant Streptomyces sp. strain C5 DoxA, a cytochrome P-450 catalyzing multiple steps in doxorubicin biosynthesis.Walczak RJ, Dickens ML, Priestley ND, Strohl WR1999 Jan9864343
In vivo and in vitro bioconversion of epsilon-rhodomycinone glycoside to doxorubicin: functions of DauP, DauK, and DoxA.Dickens ML, Priestley ND, Strohl WR1997 Apr9098063
Bioconversion of the anthracycline analogue desacetyladriamycin by recombinant DoxA, a P450-monooxygenase from Streptomyces sp. strain C5.Walczak RJ, Hines JV, Strohl WR, Priestley ND2001 Jul 2611463295