IUBMB Enzyme Nomenclature

EC 1.14.13.186

Accepted name: 20-oxo-5-O-mycaminosyltylactone 23-monooxygenase

Reaction: 20-oxo-5-O-β-mycaminosyltylactone + NADPH + H+ + O2 = 5-O-β-mycaminosyltylonolide + NADP+ + H2O

For diagram of reaction click here.

Glossary: tylactone = (4R,5S,6S,7S,9R,11E,13E,15S,16R)-7,16-diethyl-4,6-dihydroxy-5,9,13,15-tetramethyl-1-oxacyclohexadeca-11,13-diene-2,10-dione
α-D-mycaminose = 3-dimethylamino-3,6-dideoxy-α-D-glucopyranose
tylonolide = 2-[(4R,5S,6S,7R,9R,11E,13E,15R,16R)-16-ethyl-4,6-dihydroxy-15-(hydroxymethyl)-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde

Other name(s): tylH1 (gene name)

Systematic name: 20-oxo-5-O-β-mycaminosyltylactone,NADPH:oxygen oxidoreductase (23-hydroxylating)

Comments: A cytochrome P-450 heme-thiolate enzyme. Involved in the biosynthetic pathway of the macrolide antibiotic tylosin, which is produced by several species of Streptomyces bacteria.

Links to other databases: BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number:

References:

1. Baltz, R.H. and Seno, E.T. Properties of Streptomyces fradiae mutants blocked in biosynthesis of the macrolide antibiotic tylosin. Antimicrob. Agents Chemother. 20 (1981) 214-225. [PMID: 7283418]

2. Reeves, C.D., Ward, S.L., Revill, W.P., Suzuki, H., Marcus, M., Petrakovsky, O.V., Marquez, S., Fu, H., Dong, S.D. and Katz, L. Production of hybrid 16-membered macrolides by expressing combinations of polyketide synthase genes in engineered Streptomyces fradiae hosts. Chem. Biol. 11 (2004) 1465-1472. [PMID: 15489173]

[EC 1.14.13.186 created 2014]


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