KEGG   ORTHOLOGY: K05525
Entry
K05525                      KO                                     

Name
linC, CYP111A
Definition
linalool 8-monooxygenase [EC:1.14.14.84]
Pathway
ko00902  Monoterpenoid biosynthesis
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00902 Monoterpenoid biosynthesis
    K05525  linC, CYP111A; linalool 8-monooxygenase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K05525  linC, CYP111A; linalool 8-monooxygenase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.84  linalool 8-monooxygenase
     K05525  linC, CYP111A; linalool 8-monooxygenase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, bacteria type
  CYP111 family
   K05525  linC, CYP111A; linalool 8-monooxygenase
Other DBs
RN: R09922 R09923 R09924
COG: COG2124
GO: 0050056
Genes
ACI: ACIAD1575(linC)
ASOL: BEN76_16475
SUR: STAUR_6105(linC)
PLA: Plav_0029
NAR: Saro_0759
NRE: BES08_22970
NOV: TQ38_024465
NOR: FA702_04225
SMY: BJP26_16325
SYA: A6768_11830
AG: AAA25810(linC)
 » show all
Reference
PMID:8376348
  Authors
Ropp JD, Gunsalus IC, Sligar SG
  Title
Cloning and expression of a member of a new cytochrome P-450 family: cytochrome P-450lin (CYP111) from Pseudomonas incognita.
  Journal
J Bacteriol 175:6028-37 (1993)
DOI:10.1128/JB.175.18.6028-6037.1993
  Sequence

KEGG   ORTHOLOGY: K23810
Entry
K23810                      KO                                     

Name
CYP76F14
Definition
(E)-8-carboxylinalool synthase [EC:1.14.14.-]
Pathway
ko00902  Monoterpenoid biosynthesis
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00902 Monoterpenoid biosynthesis
    K23810  CYP76F14; (E)-8-carboxylinalool synthase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K23810  CYP76F14; (E)-8-carboxylinalool synthase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.-  
     K23810  CYP76F14; (E)-8-carboxylinalool synthase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP76 family
   K23810  CYP76F14; (E)-8-carboxylinalool synthase
Other DBs
RN: R09922 R09923 R09924
Genes
VVI: 100232891(GFH2) 100254114 100855232
Reference
  Authors
Ilc T, Halter D, Miesch L, Lauvoisard F, Kriegshauser L, Ilg A, Baltenweck R, Hugueney P, Werck-Reichhart D, Duchene E, Navrot N
  Title
A grapevine cytochrome P450 generates the precursor of wine lactone, a key odorant in wine.
  Journal
New Phytol 213:264-274 (2017)
DOI:10.1111/nph.14139
  Sequence
[vvi:100232891]

KEGG   ENZYME: 1.14.14.84
Entry
EC 1.14.14.84               Enzyme                                 

Name
linalool 8-monooxygenase;
P-450lin;
CYP111
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
linalool,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (8-hydroxylating)
Reaction(IUBMB)
linalool + 2 [reduced NADPH---hemoprotein reductase] + 2 O2 = (6E)-8-oxolinalool + 2 [oxidized NADPH---hemoprotein reductase] + 3 H2O (overall reaction) [RN:R09925];
(1a) linalool + [reduced NADPH---hemoprotein reductase] + O2 = (6E)-8-hydroxylinalool + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R04366];
(1b) (6E)-8-hydroxylinalool + [reduced NADPH---hemoprotein reductase] + O2 = (6E)-8-oxolinalool + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R09924]
Reaction(KEGG)
Substrate
linalool [CPD:C03985];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
(6E)-8-hydroxylinalool [CPD:C04433]
Product
(6E)-8-oxolinalool [CPD:C20221];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
(6E)-8-hydroxylinalool [CPD:C04433]
Comment
A cytochrome P-450 (heme-thiolate) protein found in plants. The secondary electron donor is a specific [2Fe-2S] ferredoxin from the same bacterial strain.
History
EC 1.14.14.84 created 1989 as EC 1.14.99.28, transferred 2012 to EC 1.14.13.151, transferred 2018 to EC 1.14.14.84
Pathway
ec00902  Monoterpenoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K05525  linalool 8-monooxygenase
Genes
ACI: ACIAD1575(linC)
ASOL: BEN76_16475
SUR: STAUR_6105(linC)
PLA: Plav_0029
NAR: Saro_0759
NRE: BES08_22970
NOV: TQ38_024465
NOR: FA702_04225
SMY: BJP26_16325
SYA: A6768_11830
 » show all
Reference
1  [PMID:2295633]
  Authors
Ullah AJ, Murray RI, Bhattacharyya PK, Wagner GC, Gunsalus IC
  Title
Protein components of a cytochrome P-450 linalool 8-methyl hydroxylase.
  Journal
J Biol Chem 265:1345-51 (1990)
Reference
2  [PMID:8376348]
  Authors
Ropp JD, Gunsalus IC, Sligar SG
  Title
Cloning and expression of a member of a new cytochrome P-450 family: cytochrome P-450lin (CYP111) from Pseudomonas incognita.
  Journal
J Bacteriol 175:6028-37 (1993)
DOI:10.1128/JB.175.18.6028-6037.1993
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.84
IUBMB Enzyme Nomenclature: 1.14.14.84
ExPASy - ENZYME nomenclature database: 1.14.14.84
BRENDA, the Enzyme Database: 1.14.14.84

KEGG   REACTION: R09924
Entry
R09924                      Reaction                               

Name
8-hydroxylinalool,[reduced NADPH---hemoprotein reductase]:oxygen 8-oxidoreductase
Definition
(E)-3,7-Dimethylocta-1,6-diene-3,8-diol + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> (6E)-8-Oxolinalool + [Oxidized NADPH---hemoprotein reductase] + 2 H2O
Equation
Comment
the second step of two-step reaction (see R09925, R04366+R09924)
Reaction class
RC02561  C04433_C20221
Enzyme
Pathway
rn00902  Monoterpenoid biosynthesis
rn01110  Biosynthesis of secondary metabolites
Orthology
K05525  linalool 8-monooxygenase [EC:1.14.14.84]
K23810  (E)-8-carboxylinalool synthase [EC:1.14.14.-]
Other DBs
RHEA: 32642

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