KEGG   ORTHOLOGY: K15907
Entry
K15907                      KO                                     
Symbol
ptlI, CYP183A
Name
pentalenene oxygenase [EC:1.14.15.32]
Pathway
map00909  Sesquiterpenoid and triterpenoid biosynthesis
map00998  Biosynthesis of various antibiotics
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00819  Pentalenolactone biosynthesis, farnesyl-PP => pentalenolactone
Reaction
R09814  pentalenene,reduced ferredoxin:oxygen 13-oxidoreductase
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00909 Sesquiterpenoid and triterpenoid biosynthesis
    K15907  ptlI, CYP183A; pentalenene oxygenase
  09110 Biosynthesis of other secondary metabolites
   00998 Biosynthesis of various antibiotics
    K15907  ptlI, CYP183A; pentalenene oxygenase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K15907  ptlI, CYP183A; pentalenene oxygenase
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
    1.14.15.32  pentalenene oxygenase
     K15907  ptlI, CYP183A; pentalenene oxygenase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, bacteria type
  CYP183 family
   K15907  ptlI, CYP183A; pentalenene oxygenase
Other DBs
COG: COG2124
Genes
SMA: SAVERM_2999(ptlI)
SBH: SBI_09680(cyp48)
SDV: BN159_1442(ptlI)
SCI: B446_29700
SCW: TU94_27410
SLE: sle_13150(sle_13150)
SCLF: BB341_00225
SSIA: A7J05_09235
SALF: SMD44_00690(ptlI)
SALJ: SMD11_0076(ptlI) SMD11_6153(ptlI)
SFEU: IM697_14465
SGJ: IAG43_27160
SHK: J2N69_35800
SFP: QUY26_08865 QUY26_37035
SCT: SCAT_p0090(ptlI)
SCY: SCATT_p16540
KSK: KSE_03600
KCH: O1G21_06215
 » show all
Reference
PMID:17017767 (CYP183A1)
  Authors
Quaderer R, Omura S, Ikeda H, Cane DE
  Title
Pentalenolactone biosynthesis. Molecular cloning and assignment of biochemical function to PtlI, a cytochrome P450 of Streptomyces avermitilis.
  Journal
J Am Chem Soc 128:13036-7 (2006)
DOI:10.1021/ja0639214
  Sequence
[sma:SAVERM_2999]
LinkDB

KEGG   ENZYME: 1.14.15.32
Entry
EC 1.14.15.32               Enzyme                                 
Name
pentalenene oxygenase;
PtlI
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
Sysname
pentalenene,reduced ferredoxin:oxygen 13-oxidoreductase
Reaction(IUBMB)
pentalenene + 4 reduced ferredoxin [iron-sulfur] cluster + 4 H+ + 2 O2 = pentalen-13-al + 4 oxidized ferredoxin [iron-sulfur] cluster + 3 H2O (overall reaction) [RN:R09814];
(1a) pentalenene + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = pentalen-13-ol + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O [RN:R09812];
(1b) pentalen-13-ol + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = pentalen-13-al + 2 oxidized ferredoxin [iron-sulfur] cluster + 2 H2O [RN:R09813]
Reaction(KEGG)
R09812 R09813 R09814
Substrate
pentalenene [CPD:C01841];
reduced ferredoxin [iron-sulfur] cluster [CPD:C00138];
H+ [CPD:C00080];
O2 [CPD:C00007];
pentalen-13-ol [CPD:C19938]
Product
pentalen-13-al [CPD:C19939];
oxidized ferredoxin [iron-sulfur] cluster [CPD:C00139];
H2O [CPD:C00001];
pentalen-13-ol [CPD:C19938]
Comment
A cytochrome P-450 (heme-thiolate) protein found in the bacterium Streptomyces avermitilis. The enzyme is involved in the biosynthesis of pentalenolactone and related antibiotics.
History
EC 1.14.15.32 created 2011 as EC 1.14.13.133, transferred 2018 to EC 1.14.15.32
Pathway
ec00909  Sesquiterpenoid and triterpenoid biosynthesis
ec00998  Biosynthesis of various antibiotics
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K15907  pentalenene oxygenase
Genes
SMA: SAVERM_2999(ptlI)
SBH: SBI_09680(cyp48)
SDV: BN159_1442(ptlI)
SCI: B446_29700
SCW: TU94_27410
SLE: sle_13150(sle_13150)
SCLF: BB341_00225
SSIA: A7J05_09235
SALF: SMD44_00690(ptlI)
SALJ: SMD11_0076(ptlI) SMD11_6153(ptlI)
SFEU: IM697_14465
SGJ: IAG43_27160
SHK: J2N69_35800
SFP: QUY26_08865 QUY26_37035
SCT: SCAT_p0090(ptlI)
SCY: SCATT_p16540
KSK: KSE_03600
KCH: O1G21_06215
 » show all
Reference
1  [PMID:17017767]
  Authors
Quaderer R, Omura S, Ikeda H, Cane DE
  Title
Pentalenolactone biosynthesis. Molecular cloning and assignment of biochemical function to PtlI, a cytochrome P450 of Streptomyces avermitilis.
  Journal
J Am Chem Soc 128:13036-7 (2006)
DOI:10.1021/ja0639214
  Sequence
[sma:SAVERM_2999]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.15.32
IUBMB Enzyme Nomenclature: 1.14.15.32
ExPASy - ENZYME nomenclature database: 1.14.15.32
BRENDA, the Enzyme Database: 1.14.15.32
LinkDB

KEGG   REACTION: R09814
Entry
R09814                      Reaction                               
Name
pentalenene,reduced ferredoxin:oxygen 13-oxidoreductase
Definition
Pentalenene + 4 Reduced ferredoxin + 4 H+ + 2 Oxygen <=> Pentalen-13-al + 4 Oxidized ferredoxin + 3 H2O
Equation
C01841 + 4 C00138 + 4 C00080 + 2 C00007 <=> C19939 + 4 C00139 + 3 C00001
Comment
two-step reaction (see R09812+R09813)
Reaction class
RC02663  C01841_C19939
Enzyme
1.14.15.32
Pathway
rn00909  Sesquiterpenoid and triterpenoid biosynthesis
rn00998  Biosynthesis of various antibiotics
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00819  Pentalenolactone biosynthesis, farnesyl-PP => pentalenolactone
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  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
    1.14.15.32
     R09814  Pentalenene + 4 Reduced ferredoxin + 4 H+ + 2 Oxygen <=> Pentalen-13-al + 4 Oxidized ferredoxin + 3 H2O
Orthology
K15907  pentalenene oxygenase [EC:1.14.15.32]
Other DBs
RHEA: 31702
LinkDB

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