Information on EC 1.14.13.186 - 20-oxo-5-O-mycaminosyltylactone 23-monooxygenase

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The expected taxonomic range for this enzyme is: Streptomyces fradiae

EC NUMBER
COMMENTARY hide
1.14.13.186
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RECOMMENDED NAME
GeneOntology No.
20-oxo-5-O-mycaminosyltylactone 23-monooxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
20-oxo-5-O-beta-mycaminosyltylactone + NADPH + H+ + O2 = 5-O-beta-mycaminosyltylonolide + NADP+ + H2O
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
tylosin biosynthesis
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Biosynthesis of 12-, 14- and 16-membered macrolides
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Biosynthesis of antibiotics
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SYSTEMATIC NAME
IUBMB Comments
20-oxo-5-O-beta-mycaminosyltylactone,NADPH:oxygen oxidoreductase (23-hydroxylating)
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.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
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the tylH mutant, which is blocked in the oxidation of C-23 methyl to hydroxymethyl, is capable of carrying out all other biosynthetic steps except addition of 6-deoxy-D-allose and subsequent O-methylations and produces the biologically active compound 23-deoxydemycinosyl tylosine. A tyID tylH lacking double mutant, blocked specifically in the biosynthesis of 6-deoxy-D-allose and in specific oxidation of tylactone, accumulates 23-deoxydemycinosyl tylosin and therefore cannot oxidize the C-23 methyl position of lactone
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
20-oxo-5-O-beta-mycaminosyltylactone + NADPH + H+ + O2
5-O-beta-mycaminosyltylonolide + NADP+ + H2O
show the reaction diagram
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
20-oxo-5-O-beta-mycaminosyltylactone + NADPH + H+ + O2
5-O-beta-mycaminosyltylonolide + NADP+ + H2O
show the reaction diagram
Q9ZHQ1
the enzyme is involved in the biosynthetic pathway of the macrolide antibiotic tylosin, which is produced by several species of Streptomyces
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