KEGG   ORTHOLOGY: K15991Help
Entry
K15991                      KO                                     

Name
tylHI, CYP105L
Definition
20-oxo-5-O-mycaminosyltylactone 23-monooxygenase [EC:1.14.15.34]
Pathway
ko00522  Biosynthesis of 12-, 14- and 16-membered macrolides
ko01052  Type I polyketide structures
ko01100  Metabolic pathways
ko01130  Biosynthesis of antibiotics
Module
M00773  Tylosin biosynthesis, methylmalonyl-CoA + malonyl-CoA => tylactone => tylosin
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   01052 Type I polyketide structures
    K15991  tylHI, CYP105L; 20-oxo-5-O-mycaminosyltylactone 23-monooxygenase
   00522 Biosynthesis of 12-, 14- and 16-membered macrolides
    K15991  tylHI, CYP105L; 20-oxo-5-O-mycaminosyltylactone 23-monooxygenase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K15991  tylHI, CYP105L; 20-oxo-5-O-mycaminosyltylactone 23-monooxygenase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.15  With reduced iron-sulfur protein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.15.34  20-oxo-5-O-mycaminosyltylactone 23-monooxygenase
     K15991  tylHI, CYP105L; 20-oxo-5-O-mycaminosyltylactone 23-monooxygenase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, bacteria type
  CYP105 family
   K15991  tylHI, CYP105L; 20-oxo-5-O-mycaminosyltylactone 23-monooxygenase
BRITE hierarchy
Other DBs
RN: R10656
COG: COG2124
Genes
AG: AAD12167(tylHI)
TaxonomyKoalaUniProt
Reference
  Authors
Fouces R, Mellado E, Diez B, Barredo JL
  Title
The tylosin biosynthetic cluster from Streptomyces fradiae: genetic organization of the left region.
  Journal
Microbiology 145 ( Pt 4):855-68 (1999)
DOI:10.1099/13500872-145-4-855
  Sequence
Reference
  Authors
Rawlings BJ.
  Title
Type I polyketide biosynthesis in bacteria (part B).
  Journal
Nat Prod Rep 18:231-81 (2001)
DOI:10.1039/B100191O
Reference
  Authors
Bate N, Cundliffe E
  Title
The mycinose-biosynthetic genes of Streptomyces fradiae, producer of tylosin.
  Journal
J Ind Microbiol Biotechnol 23:118-122 (1999)
DOI:10.1038/sj.jim.2900707
  Sequence

KEGG   ENZYME: 1.14.15.34Help
Entry
EC 1.14.15.34               Enzyme                                 

Name
20-oxo-5-O-mycaminosyltylactone 23-monooxygenase;
tylH1 (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced iron-sulfur protein as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
20-oxo-5-O-beta-mycaminosyltylactone,reduced ferredoxin:oxygen oxidoreductase (23-hydroxylating)
Reaction(IUBMB)
20-oxo-5-O-beta-mycaminosyltylactone + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = 5-O-beta-mycaminosyltylonolide + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O [RN:R10656]
Reaction(KEGG)
Substrate
20-oxo-5-O-beta-mycaminosyltylactone [CPD:C20760];
reduced ferredoxin [iron-sulfur] cluster [CPD:C00138];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
5-O-beta-mycaminosyltylonolide;
oxidized ferredoxin [iron-sulfur] cluster [CPD:C00139];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme-thiolate) protein. Involved in the biosynthetic pathway of the macrolide antibiotic tylosin, which is produced by several species of Streptomyces bacteria.
History
EC 1.14.15.34 created 2014 as EC 1.14.13.186, transferred 2018 to EC 1.14.15.34
Pathway
ec00522  Biosynthesis of 12-, 14- and 16-membered macrolides
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K15991  20-oxo-5-O-mycaminosyltylactone 23-monooxygenase
Reference
1  [PMID:7283418]
  Authors
Baltz RH, Seno ET
  Title
Properties of Streptomyces fradiae mutants blocked in biosynthesis of the macrolide antibiotic tylosin.
  Journal
Antimicrob Agents Chemother 20:214-25 (1981)
DOI:10.1128/AAC.20.2.214
  Sequence
Reference
2  [PMID:15489173]
  Authors
Reeves CD, Ward SL, Revill WP, Suzuki H, Marcus M, Petrakovsky OV, Marquez S, Fu H, Dong SD, Katz L
  Title
Production of hybrid 16-membered macrolides by expressing combinations of polyketide synthase genes in engineered Streptomyces fradiae hosts.
  Journal
Chem Biol 11:1465-72 (2004)
DOI:10.1016/j.chembiol.2004.08.019
Other DBs
ExplorEnz - The Enzyme Database: 1.14.15.34
IUBMB Enzyme Nomenclature: 1.14.15.34
ExPASy - ENZYME nomenclature database: 1.14.15.34
BRENDA, the Enzyme Database: 1.14.15.34

KEGG   REACTION: R10656Help
Entry
R10656                      Reaction                               

Name
20-oxo-5-O-beta-mycaminosyltylactone,reduced ferredoxin:oxygen oxidoreductase (23-hydroxylating)
Definition
20-Oxo-5-O-beta-mycaminosyltylactone + 2 Reduced ferredoxin + 2 H+ + Oxygen <=> 5-O-beta-D-Mycaminosyltylonolide + 2 Oxidized ferredoxin + H2O
Equation
Reaction class
RC03228  C12002_C20760
Enzyme
Pathway
rn00522  Biosynthesis of 12-, 14- and 16-membered macrolides
rn01100  Metabolic pathways
rn01130  Biosynthesis of antibiotics
Module
M00773  Tylosin biosynthesis, methylmalonyl-CoA + malonyl-CoA => tylactone => tylosin
Orthology
K15991  20-oxo-5-O-mycaminosyltylactone 23-monooxygenase [EC:1.14.15.34]
Other DBs
RHEA: 24527

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