KEGG   ORTHOLOGY: K00487Help
Entry
K00487                      KO                                     

Name
CYP73A
Definition
trans-cinnamate 4-monooxygenase [EC:1.14.13.11]
Pathway
Ubiquinone and other terpenoid-quinone biosynthesis
Phenylalanine metabolism
Phenylpropanoid biosynthesis
Flavonoid biosynthesis
Stilbenoid, diarylheptanoid and gingerol biosynthesis
Degradation of aromatic compounds
Module
M00039  
Monolignol biosynthesis, phenylalanine/tyrosine  => monolignol
M00137  
Flavanone biosynthesis, phenylalanine => naringenin
M00350  
Capsaicin biosynthesis, L-Phenylalanine => Capsaicin
Brite
KEGG Orthology (KO) [BR:ko00001]
 Metabolism
  Overview
   01220 Degradation of aromatic compounds
    K00487  CYP73A; trans-cinnamate 4-monooxygenase
  Amino acid metabolism
   00360 Phenylalanine metabolism
    K00487  CYP73A; trans-cinnamate 4-monooxygenase
  Metabolism of cofactors and vitamins
   00130 Ubiquinone and other terpenoid-quinone biosynthesis
    K00487  CYP73A; trans-cinnamate 4-monooxygenase
  Biosynthesis of other secondary metabolites
   00940 Phenylpropanoid biosynthesis
    K00487  CYP73A; trans-cinnamate 4-monooxygenase
   00945 Stilbenoid, diarylheptanoid and gingerol biosynthesis
    K00487  CYP73A; trans-cinnamate 4-monooxygenase
   00941 Flavonoid biosynthesis
    K00487  CYP73A; trans-cinnamate 4-monooxygenase
KEGG modules [BR:ko00002]
 Pathway module
  Nucleotide and amino acid metabolism
   Aromatic amino acid metabolism
    M00350  Capsaicin biosynthesis, L-Phenylalanine => Capsaicin
     K00487  CYP73A; trans-cinnamate 4-monooxygenase
  Secondary metabolism
   Biosynthesis of secondary metabolites
    M00039  Monolignol biosynthesis, phenylalanine / tyrosine  => monolignol
     K00487  CYP73A; trans-cinnamate 4-monooxygenase
    M00137  Flavanone biosynthesis, phenylalanine => naringenin
     K00487  CYP73A; trans-cinnamate 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
    1.14.13.11  trans-cinnamate 4-monooxygenase
     K00487  CYP73A; trans-cinnamate 4-monooxygenase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP73 family
   K00487  CYP73A; trans-cinnamate 4-monooxygenase
BRITE hierarchy
Other DBs
Genes
RSS: 
ATH: 
ALY: 
CRB: 
EUS: 
BRP: 
BNA: 
THJ: 
CIT: 
102577934(C4H1) 102578013(C4H2)
CIC: 
TCC: 
18587499 18589488 18591096
GRA: 
105776145 105782529
GHI: 
107896573 107913579 107916264 107936045 107957678
EGR: 
104422338 104435887
GMX: 
100499623(C4H) 100812188 100818985(c4h1)
PVU: 
PHAVU_006G079700g PHAVU_007G026000g PHAVU_008G247400g
VRA: 
106771868 106775017
VAR: 
108325108 108338193 108341749
CCAJ: 
109797995 109814569
MTR: 
MTR_1g111240 MTR_5g075450
CAM: 
101492721(CYP73) 101503511 101507607
ADU: 
107458104 107467573 107474042
AIP: 
107608857 107616560 107635198
LJA: 
Lj0g3v0153609.1(Lj0g3v0153609.1) Lj0g3v0343649.1(Lj0g3v0343649.1) Lj5g3v2216160.1(Lj5g3v2216160.1) Lj6g3v0351660.1(Lj6g3v0351660.1)
LANG: 
109330369 109339369 109354385
FVE: 
101294342 101306528
PPER: 
18772818 18791756
PMUM: 
103323718 103339178
MDM: 
103418731 103418775 103447265
PXB: 
103945990 103945999 103963306
ZJU: 
107406287 107411586 107417662
CSV: 
101204747 101205537 101205775 101208511 101221846(c4H) 105434566
CMO: 
103492214 103492222 103492244 103492250 103496249(c4H) 103497013
RCU: 
8261059 8282005
JCU: 
105638891 105643707
POP: 
POPTR_0013s15380g(POPTRDRAFT_823837A) POPTR_0019s15110g(POPTRDRAFT_739008B)
VVI: 
100251539 100253493 100267215
SLY: 
101244196 101244496 101262919
SPEN: 
107020510 107022866 107022867
SOT: 
102586761 102605644
INI: 
109146796 109156362 109162834
SIND: 
105163854 105170464 105170465 105170468 110011256
BVG: 
104886776 104900289
NNU: 
104593756 104594470 104601639
OSA: 
4329324(OJ1342_D02.21) 4329329(OJ1342_D02.28) 4338409(OsC4HL) 9270590
DOSA: 
Os02t0467000-00(Os02g0467000) Os02t0467600-01(Os02g0467600) Os05t0320700-02(Os05g0320700)
OBR: 
102707835 102710874 102720399 102720675 107304179
BDI: 
100832881 100833073 100839986
ATS: 
F775_13542 F775_19565 F775_25967 F775_26202 F775_27045
SBI: 
8059757 8084483 8085395
ZMA: 
100272756 100272801 100284998 103636555
SITA: 
101768416 101773281
PDA: 
103702142 103702256 103706246 103708914 103713131 103722165
EGU: 
105044830 105045995 105049276 105050451 105052309 105057212
MUS: 
103974663 103977324 103987315 103992160 103996969 103997903 104000967
ATR: 
18432337 18440762
SMO: 
SELMODRAFT_450569(C4H1-1) SELMODRAFT_450570(C4H1-2)
PPP: 
PHYPADRAFT_140533 PHYPADRAFT_149501 PHYPADRAFT_150408 PHYPADRAFT_87503
 » show all
TaxonomyKoalaUniProt
Reference
PMID:9085571
  Authors
Mizutani M, Ohta D, Sato R
  Title
Isolation of a cDNA and a genomic clone encoding cinnamate 4-hydroxylase from Arabidopsis and its expression manner in planta.
  Journal
Plant Physiol 113:755-63 (1997)
DOI:10.1104/pp.113.3.755
  Sequence
[ath:AT2G30490]
LinkDB All DBs

KEGG   ENZYME: 1.14.13.11Help
Entry
EC 1.14.13.11               Enzyme                                 

Name
trans-cinnamate 4-monooxygenase;
cinnamic acid 4-hydroxylase;
oxygenase, cinnamate 4-mono-;
CA4H ;
cytochrome P450 cinnamate 4-hydroxylase;
cinnamate 4-hydroxylase;
cinnamate 4-monooxygenase;
cinnamate hydroxylase;
cinnamic 4-hydroxylase;
cinnamic acid 4-monooxygenase;
cinnamic acid p-hydroxylase;
hydroxylase, cinnamate 4-;
t-cinnamic acid hydroxylase;
trans-cinnamate 4-hydroxylase;
trans-cinnamic acid 4-hydroxylase
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
trans-cinnamate,NADPH:oxygen oxidoreductase (4-hydroxylating)
Reaction(IUBMB)
trans-cinnamate + NADPH + H+ + O2 = 4-hydroxycinnamate + NADP+ + H2O [RN:R02253]
Reaction(KEGG)
R02253;
(other) R08815
Show
Substrate
trans-cinnamate [CPD:C00423];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
4-hydroxycinnamate [CPD:C00811];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
NADH also acts, more slowly. Involves a heme-thiolate protein (P-450).
History
EC 1.14.13.11 created 1976
Pathway
Ubiquinone and other terpenoid-quinone biosynthesis
Phenylalanine metabolism
Phenylpropanoid biosynthesis
Flavonoid biosynthesis
Stilbenoid, diarylheptanoid and gingerol biosynthesis
Metabolic pathways
Biosynthesis of secondary metabolites
Orthology
K00487  
trans-cinnamate 4-monooxygenase
Genes
RSS: 
ATH: 
ALY: 
CRB: 
EUS: 
BRP: 
BNA: 
THJ: 
CIT: 
102577934(C4H1) 102578013(C4H2)
CIC: 
TCC: 
18587499 18589488 18591096
GRA: 
105776145 105782529
GHI: 
107896573 107913579 107916264 107936045 107957678
EGR: 
104422338 104435887
GMX: 
100499623(C4H) 100812188 100818985(c4h1)
PVU: 
PHAVU_006G079700g PHAVU_007G026000g PHAVU_008G247400g
VRA: 
106771868 106775017
VAR: 
108325108 108338193 108341749
CCAJ: 
109797995 109814569
MTR: 
MTR_1g111240 MTR_5g075450
CAM: 
101492721(CYP73) 101503511 101507607
ADU: 
107458104 107467573 107474042
AIP: 
107608857 107616560 107635198
LJA: 
Lj0g3v0153609.1(Lj0g3v0153609.1) Lj0g3v0343649.1(Lj0g3v0343649.1) Lj5g3v2216160.1(Lj5g3v2216160.1) Lj6g3v0351660.1(Lj6g3v0351660.1)
LANG: 
109330369 109339369 109354385
FVE: 
101294342 101306528
PPER: 
18772818 18791756
PMUM: 
103323718 103339178
MDM: 
103418731 103418775 103447265
PXB: 
103945990 103945999 103963306
ZJU: 
107406287 107411586 107417662
CSV: 
101204747 101205537 101205775 101208511 101221846(c4H) 105434566
CMO: 
103492214 103492222 103492244 103492250 103496249(c4H) 103497013
RCU: 
8261059 8282005
JCU: 
105638891 105643707
POP: 
POPTR_0013s15380g(POPTRDRAFT_823837A) POPTR_0019s15110g(POPTRDRAFT_739008B)
VVI: 
100251539 100253493 100267215
SLY: 
101244196 101244496 101262919
SPEN: 
107020510 107022866 107022867
SOT: 
102586761 102605644
INI: 
109146796 109156362 109162834
SIND: 
105163854 105170464 105170465 105170468 110011256
BVG: 
104886776 104900289
NNU: 
104593756 104594470 104601639
OSA: 
4329324(OJ1342_D02.21) 4329329(OJ1342_D02.28) 4338409(OsC4HL) 9270590
DOSA: 
Os02t0467000-00(Os02g0467000) Os02t0467600-01(Os02g0467600) Os05t0320700-02(Os05g0320700)
OBR: 
102707835 102710874 102720399 102720675 107304179
BDI: 
100832881 100833073 100839986
ATS: 
F775_13542 F775_19565 F775_25967 F775_26202 F775_27045
SBI: 
8059757 8084483 8085395
ZMA: 
100272756 100272801 100284998 103636555
SITA: 
101768416 101773281
PDA: 
103702142 103702256 103706246 103708914 103713131 103722165
EGU: 
105044830 105045995 105049276 105050451 105052309 105057212
MUS: 
103974663 103977324 103987315 103992160 103996969 103997903 104000967
ATR: 
18432337 18440762
SMO: 
SELMODRAFT_450569(C4H1-1) SELMODRAFT_450570(C4H1-2)
PPP: 
PHYPADRAFT_140533 PHYPADRAFT_149501 PHYPADRAFT_150408 PHYPADRAFT_87503
 » show all
Taxonomy
Reference
1  [PMID:4153152]
  Authors
Potts JR, Weklych R, Conn EE, Rowell J.
  Title
The 4-hydroxylation of cinnamic acid by sorghum microsomes and the requirement for cytochrome P-450.
  Journal
J. Biol. Chem. 249 (1974) 5019-26.
Reference
2  [PMID:4383827]
  Authors
Russell DW, Conn EE.
  Title
The cinnamic acid 4-hydroxylase of pea seedlings.
  Journal
Arch. Biochem. Biophys. 122 (1967) 256-8.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
9077-75-2
LinkDB All DBs

KEGG   REACTION: R08815Help
Entry
R08815                      Reaction                               

Name
trans-cinnamate,NADPH:oxygen oxidoreductase (4-hydroxylating)
Definition
Cinnamoyl-CoA + Oxygen + NADPH + H+ <=> p-Coumaroyl-CoA + NADP+ + H2O
Equation
Reaction class
C00005_C00006
C00223_C00540
Enzyme
Pathway
Phenylpropanoid biosynthesis
Flavonoid biosynthesis
Stilbenoid, diarylheptanoid and gingerol biosynthesis
Biosynthesis of secondary metabolites
Degradation of aromatic compounds
Orthology
K00487  
trans-cinnamate 4-monooxygenase [EC:1.14.13.11]
LinkDB All DBs

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