ArticleJournal of bacteriology1997
In vivo and in vitro bioconversion of epsilon-rhodomycinone glycoside to doxorubicin: functions of DauP, DauK, and DoxA.
Article in Journal of bacteriology, 1997. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 23 papers.
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Who cites it
23 citing papers in PubMed, 74 citations in OpenAlex.
- Metabolic engineering of doxorubicin biosynthesis through P450-redox partner optimization and structural analysis of DoxA.Nature communications · 2026Article
- Functional investigation of the SAM-dependent methyltransferase RdmB in anthracycline biosynthesis.Synthetic and systems biotechnology · 2025Article
- The Daunomycin: Biosynthesis, Actions, and the Search for New Solutions to Enhance Production.Microorganisms · 2024Review
- Biochemical and Structural Studies of the Carminomycin 4-Journal of natural products · 2024Article
- In silico, anti-inflammatory and acute toxicological evaluation of an indigenous medicinal plant Pterospermum rubiginosum using Sprague-Dawley rats.Laboratory animal research · 2024Article
- Metabolic engineering ofFrontiers in bioengineering and biotechnology · 2024Article
- Expression and Purification of Glycosyltransferase DnmS fromMicroorganisms · 2023Article
- Evolution-inspired engineering of anthracycline methyltransferases.PNAS nexus · 2023Article
- Engineering P450 TamI as an Iterative Biocatalyst for Selective Late-Stage C-H Functionalization and Epoxidation of Tirandamycin Antibiotics.ACS catalysis · 2021Article
- An overview of the cytochrome P450 enzymes that catalyze the same-site multistep oxidation reactions in biotechnologically relevant selected actinomycete strains.Applied microbiology and biotechnology · 2021Review
- Pathway Engineering of Anthracyclines: Blazing Trails in Natural Product Glycodiversification.The Journal of organic chemistry · 2020Article
- More P450s Are Involved in Secondary Metabolite Biosynthesis inInternational journal of molecular sciences · 2020Article
- Novel aromatic polyketides from soil Streptomyces spp.: purification, characterization and bioactivity studies.World journal of microbiology & biotechnology · 2018Article
- Cytochromes P450 for natural product biosynthesis in Streptomyces: sequence, structure, and function.Natural product reports · 2017Review
- Functional AdoMet Isosteres Resistant to Classical AdoMet Degradation Pathways.ACS chemical biology · 2016Article
- Divergent evolution of an atypical S-adenosyl-l-methionine-dependent monooxygenase involved in anthracycline biosynthesis.Proceedings of the National Academy of Sciences of the United States of America · 2015Article
- Tirandamycin biosynthesis is mediated by co-dependent oxidative enzymes.Nature chemistry · 2011Article
- Isolation, characterization, and heterologous expression of the biosynthesis gene cluster for the antitumor anthracycline steffimycin.Applied and environmental microbiology · 2006Article
- The plmS2-encoded cytochrome P450 monooxygenase mediates hydroxylation of phoslactomycin B in Streptomyces sp. strain HK803.Journal of bacteriology · 2005Article
- Structure of the polyketide cyclase SnoaL reveals a novel mechanism for enzymatic aldol condensation.The EMBO journal · 2004Article
Corrections and comments
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
We recently determined the function of the gene product of Streptomyces sp. strain C5 doxA, a cytochrome P-450-like protein, to be daunorubicin C-14 hydroxylase (M. L. Dickens and W. R. Strohl, J. Bacteriol. 178: 3389-3395, 1996). In the present study, we show that DoxA also catalyzes the hydroxylation of 13-deoxycarminomycin and 13-deoxydaunorubicin to 13-dihydrocarminomycin and 13-dihydrodaunorubicin, respectively, as well as oxidizing the 13-dihydro-anthracyclines to their respective 13-keto forms. The Streptomyces sp. strain C5 dauP gene product also was shown unequivocally to remove the carbomethoxy group of the epsilon-rhodomycinone-glycoside (rhodomycin D) to form 10-carboxy-13-deoxycarminomycin. Additionally, Streptomyces sp. strain C5 DauK was found to methylate the anthracyclines rhodomycin D, 10-carboxy-13-deoxycarminomycin, and 13-deoxy-carminomycin, at the 4-hydroxyl position, indicating a broader substrate specificity than was previously known. The products of Streptomyces sp. strain C5 doxA, dauK, and dauP were sufficient and necessary to confer on Streptomyces lividans TK24 the ability to convert rhodomycin D, the first glycoside in daunorubicin and doxorubicin biosynthesis, to doxorubicin.
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