A new mycinosyl rosamicin derivative produced by an engineered Micromonospora rosaria mutant with a cytochrome P450 gene disruption introducing the d-mycinose biosynthetic gene

Genetic engineering of post-polyketide synthase-tailoring genes can be used to generate new macrolide analogs through manipulation of the genes involved in their biosynthesis. Rosamicin, a 16-member macrolide antibiotic produced by Micromonospora rosaria IFO13697, contains a formyl group and an epox...

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Bibliographic Details
Published in:Journal of industrial microbiology & biotechnology 2014-09, Vol.41 (9), p.1451-1456
Main Authors: Iizaka, Yohei, Higashi, Noriko, Li, Wei, Fukumoto, Atsushi, Anzai, Yojiro, Kato, Fumio
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - biosynthesis
Anti-Bacterial Agents - chemistry
Antibiotics
Bacterial Proteins - genetics
Bacterial Proteins - metabolism
Biochemistry
Bioinformatics
Biological and medical sciences
Biomedical and Life Sciences
Biosynthesis
Biosynthetic Pathways
Biotechnology
Cytochrome
Cytochrome P-450 Enzyme System - genetics
Cytochrome P-450 Enzyme System - metabolism
E coli
Enzymes
Fermentation
Fundamental and applied biological sciences. Psychology
Genes
Genetic Engineering
Inorganic Chemistry
Leucomycins - biosynthesis
Leucomycins - chemistry
Life Sciences
Metabolic Engineering and Synthetic Biology
Microbiology
Micromonospora
Micromonospora - enzymology
Micromonospora - genetics
Micromonospora - metabolism
Molecular Structure
Mutation
Organisms
Oxidation
Polyketide Synthases - genetics
R&D
Research & development
Studies
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Summary:Genetic engineering of post-polyketide synthase-tailoring genes can be used to generate new macrolide analogs through manipulation of the genes involved in their biosynthesis. Rosamicin, a 16-member macrolide antibiotic produced by Micromonospora rosaria IFO13697, contains a formyl group and an epoxide at C-20 and C-12/13 positions which are formed by the cytochrome P450 enzymes RosC and RosD, respectively. The d -mycinose biosynthesis genes in mycinamicin II biosynthesis gene cluster of Micomonospora guriseorubida A11725 were introduced into the rosC and rosD disruption mutants of M. rosaria IFO13697. The resulting engineered strains, M. rosaria TPMA0054 and TPMA0069, produced mycinosyl rosamicin derivatives, IZIV and IZV, respectively. IZIV was identified as a novel mycinosyl rosamicin derivative, 23- O -mycinosyl-20-deoxo-20-dihydrorosamicin.
ISSN:1367-5435
1476-5535
DOI:10.1007/s10295-014-1488-2