KEGG   ORTHOLOGY: K05525
Entry
K05525                      KO                                     
Symbol
linC, CYP111A
Name
linalool 8-monooxygenase [EC:1.14.14.84]
Pathway
map00902  Monoterpenoid biosynthesis
map01110  Biosynthesis of secondary metabolites
Reaction
R09922  (+)-linalool,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (8-hydroxylating)
R09923  (-)-linalool,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (8-hydroxylating)
R09924  8-hydroxylinalool,[reduced NADPH---hemoprotein reductase]:oxygen 8-oxidoreductase
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
COG: COG2124
GO: 0050056
Genes
ACI: ACIAD1575(linC)
ASOL: BEN76_16475
SNAN: I6N98_04895
STAW: NCG89_15635
PLA: Plav_0029
CAUL: KCG34_08930
NAR: Saro_0759
NRE: BES08_22970
NOV: TQ38_024465
NOR: FA702_04225
NOL: NSDW_21660
NCP: U0041_19265
NOVO: IM701_15965
SMY: BJP26_16325
SARI: H5J25_00655
SBIN: SBA_ch2_1840
SRAD: LLW23_13450
SPBS: L7H23_09445
SPUS: KEC45_21575
SPOG: EEB18_017935
SPYF: EAO27_16860
SYA: A6768_11830
SPYG: YGS_C1P1370
SUR: STAUR_6105(linC)
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
[ag:AAA25810]
LinkDB

KEGG   ORTHOLOGY: K23810
Entry
K23810            Tight     KO                                     
Symbol
CYP76F14
Name
(E)-8-carboxylinalool synthase [EC:1.14.14.-]
Pathway
map00902  Monoterpenoid biosynthesis
map01110  Biosynthesis of secondary metabolites
Reaction
R09922  (+)-linalool,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (8-hydroxylating)
R09923  (-)-linalool,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (8-hydroxylating)
R09924  8-hydroxylinalool,[reduced NADPH---hemoprotein reductase]:oxygen 8-oxidoreductase
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
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP76 family
   K23810  CYP76F14; (E)-8-carboxylinalool synthase
Genes
VVI: 100232891(GFH2) 100254114 100855232
VRI: 117926699
Reference
PMID:27560385
  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]
LinkDB

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)
R04366 > R09922 R09923;
R09924 R09925
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
SNAN: I6N98_04895
STAW: NCG89_15635
PLA: Plav_0029
CAUL: KCG34_08930
NAR: Saro_0759
NRE: BES08_22970
NOV: TQ38_024465
NOR: FA702_04225
NOL: NSDW_21660
NCP: U0041_19265
NOVO: IM701_15965
SMY: BJP26_16325
SARI: H5J25_00655
SBIN: SBA_ch2_1840
SRAD: LLW23_13450
SPBS: L7H23_09445
SPUS: KEC45_21575
SPOG: EEB18_017935
SPYF: EAO27_16860
SYA: A6768_11830
SPYG: YGS_C1P1370
SUR: STAUR_6105(linC)
 » 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
[ag:AAA25810]
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
LinkDB

KEGG   REACTION: R09923
Entry
R09923                      Reaction                               
Name
(-)-linalool,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (8-hydroxylating)
Definition
(-)-Linalool + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> (6E)-8-Hydroxylinalool + [Oxidized NADPH---hemoprotein reductase] + H2O
Equation
C11388 + C03024 + C00007 <=> C04433 + C03161 + C00001
Reaction class
RC01137  C04433_C11388
Enzyme
1.14.14.84
Pathway
rn00902  Monoterpenoid biosynthesis
rn01110  Biosynthesis of secondary metabolites
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  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
     R09923  (-)-Linalool + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> (6E)-8-Hydroxylinalool + [Oxidized NADPH---hemoprotein reductase] + H2O
IUBMB reaction hierarchy [BR:br08202]
 1. Oxidoreductase reactions
  1.14.14.84
   R04366  Linalool <=> (6E)-8-Hydroxylinalool
    R09923  (-)-Linalool <=> (6E)-8-Hydroxylinalool
Orthology
K05525  linalool 8-monooxygenase [EC:1.14.14.84]
K23810  (E)-8-carboxylinalool synthase [EC:1.14.14.-]
LinkDB

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