KEGG   ORTHOLOGY: K14253Help
Entry
K14253                      KO                                     

Name
oxyE
Definition
6-methylpretetramide 4-monooxygenase [EC:1.14.13.232]
Pathway
ko00253  Tetracycline biosynthesis
ko01057  Biosynthesis of type II polyketide products
ko01100  Metabolic pathways
ko01130  Biosynthesis of antibiotics
Module
M00780  Tetracycline/oxytetracycline biosynthesis, pretetramide => tetracycline/oxytetracycline
M00823  Chlortetracycline biosynthesis, pretetramide => chlortetracycline
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   01057 Biosynthesis of type II polyketide products
    K14253  oxyE; 6-methylpretetramide 4-monooxygenase
   00253 Tetracycline biosynthesis
    K14253  oxyE; 6-methylpretetramide 4-monooxygenase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.13  With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.13.232  6-methylpretetramide 4-monooxygenase
     K14253  oxyE; 6-methylpretetramide 4-monooxygenase
BRITE hierarchy
Other DBs
RN: R05463
COG: COG0654
Genes
SVL: Strvi_8156
SFA: Sfla_5329
SBH: SBI_06856
STRP: F750_1294
SCI: B446_13370
SRC: M271_30845
SPRI: SPRI_0276 SPRI_7077
SPAV: Spa2297_32735
SGS: AVL59_46200
KAU: B6264_18485
AG: AAZ78329(oxyE)
 » show all
TaxonomyKoalaUniProt
Reference
  Authors
Zhang W, Ames BD, Tsai SC, Tang Y
  Title
Engineered biosynthesis of a novel amidated polyketide, using the malonamyl-specific initiation module from the oxytetracycline polyketide synthase.
  Journal
Appl Environ Microbiol 72:2573-80 (2006)
DOI:10.1128/AEM.72.4.2573-2580.2006
  Sequence
Reference
  Authors
Wang P, Zhang W, Zhan J, Tang Y
  Title
Identification of OxyE as an ancillary oxygenase during tetracycline biosynthesis.
  Journal
Chembiochem 10:1544-50 (2009)
DOI:10.1002/cbic.200900122

KEGG   ENZYME: 1.14.13.232Help
Entry
EC 1.14.13.232              Enzyme                                 

Name
6-methylpretetramide 4-monooxygenase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
6-methylpretetramide,NADPH:oxygen oxidoreductase (4-hydroxylating)
Reaction(IUBMB)
6-methylpretetramide + NADPH + H+ + O2 = 4-hydroxy-6-methylpretetramide + NADP+ + H2O [RN:R05463]
Reaction(KEGG)
R05463;
(other) R09190
Show
Substrate
6-methylpretetramide [CPD:C06629];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
4-hydroxy-6-methylpretetramide [CPD:C06628];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
The enzyme, characterized from the bacterium Streptomyces rimosus, participates in the biosynthesis of tetracycline antibiotics. That bacterium possesses two enzymes that can catalyse the reaction - OxyE is the main isozyme, while OxyL has a lower activity. OxyL is bifunctional, and its main function is EC 1.14.13.233, 4-hydroxy-6-methylpretetramide 12a-monooxygenase. Contains FAD.
History
EC 1.14.13.232 created 2016
Pathway
ec00253  Tetracycline biosynthesis
ec01057  Biosynthesis of type II polyketide products
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K14252  6-methylpretetramide 4-monooxygenase / 4-hydroxy-6-methylpretetramide 12a-monooxygenase
K14253  6-methylpretetramide 4-monooxygenase
Genes
SVL: Strvi_8156
SFA: Sfla_5329
SBH: SBI_06856 SBI_06866
SHY: SHJG_1193
SHO: SHJGH_1028
STRP: F750_1294
SCI: B446_13370 B446_13470
SRC: M271_30845
SPRI: SPRI_0201 SPRI_0276 SPRI_7077 SPRI_7152
SPAV: Spa2297_32735 Spa2297_32760
 » show all
Taxonomy
Reference
1  [PMID:18422316]
  Authors
Zhang W, Watanabe K, Cai X, Jung ME, Tang Y, Zhan J.
  Title
Identifying the minimal enzymes required for anhydrotetracycline biosynthesis.
  Journal
J Am Chem Soc 130:6068-9 (2008)
DOI:10.1021/ja800951e
Reference
2  [PMID:19472250]
  Authors
Wang P, Zhang W, Zhan J, Tang Y.
  Title
Identification of OxyE as an ancillary oxygenase during tetracycline biosynthesis.
  Journal
Chembiochem 10:1544-50 (2009)
DOI:10.1002/cbic.200900122
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.232
IUBMB Enzyme Nomenclature: 1.14.13.232
ExPASy - ENZYME nomenclature database: 1.14.13.232
BRENDA, the Enzyme Database: 1.14.13.232

KEGG   REACTION: R05463Help
Entry
R05463                      Reaction                               

Name
6-methylpretetramide,NADPH:oxygen oxidoreductase (4-hydroxylating)
Definition
6-Methylpretetramide + NADPH + Oxygen + H+ <=> 4-Hydroxy-6-methylpretetramide + NADP+ + H2O
Equation
Comment
subsequently R05462
Reaction class
RC00001  C00005_C00006
RC00236  C06628_C06629
Enzyme
Pathway
rn00253  Tetracycline biosynthesis
rn01057  Biosynthesis of type II polyketide products
rn01100  Metabolic pathways
rn01130  Biosynthesis of antibiotics
Module
M00780  Tetracycline/oxytetracycline biosynthesis, pretetramide => tetracycline/oxytetracycline
M00823  Chlortetracycline biosynthesis, pretetramide => chlortetracycline
Orthology
K14253  6-methylpretetramide 4-monooxygenase [EC:1.14.13.232]
Other DBs
RHEA: 50011

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