KEGG   ENZYME: 1.14.14.91
Entry
EC 1.14.14.91               Enzyme                                 
Name
trans-cinnamate 4-monooxygenase;
cinnamic acid 4-hydroxylase;
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;
t-cinnamic acid hydroxylase;
trans-cinnamate 4-hydroxylase;
trans-cinnamic acid 4-hydroxylase;
CYP73A1 (gene name)
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
trans-cinnamate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (4-hydroxylating)
Reaction(IUBMB)
trans-cinnamate + [reduced NADPH---hemoprotein reductase] + O2 = 4-hydroxycinnamate + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R02253]
Reaction(KEGG)
R02253;
(other) R08815
Substrate
trans-cinnamate [CPD:C00423];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
4-hydroxycinnamate [CPD:C00811];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme-thiolate) protein found in plants. The enzyme is involved in flavonoid biosynthesis.
History
EC 1.14.14.91 created 1976 as EC 1.14.13.11, transferred 2018 to EC 1.14.14.91
Pathway
ec00130  Ubiquinone and other terpenoid-quinone biosynthesis
ec00940  Phenylpropanoid biosynthesis
ec00941  Flavonoid biosynthesis
ec00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K00487  trans-cinnamate 4-monooxygenase
Genes
ATH: AT2G30490(C4H)
ALY: 9317181
CRB: 17888026
CSAT: 104700439 104749839 104786614
EUS: EUTSA_v10016544mg EUTSA_v10016545mg
BRP: 103857322 103857323 103865042 103865043 103867954
BNA: 106348398 106348399 106387868 106387869 106437590 106437591 106446415 111205796 125574765 125608065
BOE: 106295375 106329505 106336023 106337156 106342634
RSZ: 108812700 108847879 108848885 108849675
THJ: 104800793 104808912 104815827
CPAP: 110809815 110823746
CIT: 102577934(C4H1) 102578013(C4H2)
CIC: CICLE_v10000921mg CICLE_v10008125mg
PVY: 116118220 116126679
MINC: 123200117 123211848
TCC: 18587499 18589488 18591096
GRA: 105776145 105782529
GHI: 107896573 107913579 107916264 107936045 107957678
GAB: 108486152 108486612 108489327
HSYR: 120125666 120127373 120186174 120213114
DZI: 111285045 111285451 111301778 111310044
EGR: 104422338 104435887
GMX: 100499623(C4H) 100812188(C4H1) 100818985
GSJ: 114385043 114397278 114401755
PVU: PHAVU_006G079700g PHAVU_007G026000g PHAVU_008G247400g
VRA: 106764845 106771868 106775017
VAR: 108325108 108338193 108341749
VUN: 114187493 114189889 114193905
VUM: 124828697 124830235 124843217
CCAJ: 109797995 109806951 109814569
APRC: 113846441 113848901 113872659
MTR: 11442075 25485521
TPRA: 123887997 123900153 123920662 123920941
CAM: 101492721(CYP73) 101503511 101507607
PSAT: 127091226 127118437
VVO: 131609836 131620831
LJA: 130717028 130717495 130722603 130733867
ADU: 107458104 107467573 107474042
AIP: 107608857 107616560 107635198
AHF: 112712108 112719871 112764966 112777310 112794230
LANG: 109330369 109339369 109354385
PCIN: 129313475 129318156
QSA: O6P43_003884 O6P43_007804 O6P43_020454 O6P43_020455
FVE: 101294342 101306528
RCN: 112164584 112197469
PPER: 18772818 18791756
PMUM: 103323718 103339178
PAVI: 110750787 110766184
PDUL: 117613815 117629821
MDM: 103418731 103418775 103427139 103447265
MSYL: 126589351 126614664 126614665 126614666 126614668
PXB: 103945990 103945999 103963306
ZJU: 107406287 107411586 107417662
MNT: 21391595 21394524 21401756
CSAV: 115709609 115719463
CSV: 101204747 101205537 101205775 101208511 101221846 105434566
CMO: 103492214 103492222 103492250 103496249 103497013
BHJ: 120079060 120079601 120080215 120083555 120088389
MCHA: 111017984 111018232 111018233 111024917
CMAX: 111484465 111491732 111492592 111499735
CMOS: 111436256 111448702 111451474 111452469
CPEP: 111777471 111784863 111787467 111795542 111805108 111805109
RCU: 8261059 8282005
MEAN: 126668031
JCU: 105638891 105643707
HBR: 110637148 110653493 110665143
MESC: 110606554 110608744
POP: 112325022 7464737 7498118
PEU: 105118872 105120907 105123239 105137660
PALZ: 118042637 118044218 118054034
PNZ: 133669123 133674605 133706363
JRE: 108993196 108996947 108996955 109002391
CILL: 122290831 122292276 122294360 122298692
CAVE: 132163882 132184522 132185446 132189081
QSU: 111996133 112005113
QLO: 115957238 115967336 115984444
TWL: 119991267 119997446 120001790
VVI: 100251539 100253493 100267215
VRI: 117916090 117924864 117925208
SLY: 101244196 101244496 101262919
SPEN: 107020510 107022866 114073827
SOT: 102586761 102605644
SSTN: 125866849 125875133
SDUL: 129880679 129898545 129898546
CANN: 107875407
LBB: 132606622 132606633 132640606
NTA: 107781854(CYP73A27) 107791262(CYP73A47v3) 107812882 107820794(CYP73A28) 107823514(C4H) 107826530(CYP73A47v1)
NSY: 104217798 104228366 104244410
NTO: 104097044 104101351 104110622
NAU: 109215399 109225492 109229405
INI: 109146796 109156362 109162834
ITR: 116011928 116016607 116025306 116025383
SIND: 105163854 105170463 105170464 105170465 105170466 105170468 110011256
OEU: 111372687 111377181 111393218
EGT: 105958605 105958637 105958638 105958639 105962128
SSPL: 121746400 121746402 121762481 121765928 121787542 121787848
SMIL: 130992099 130992100
SHIS: 125200968 125214377
APAN: 127251732 127253696
HAN: 110865806 110867747 110873368
ECAD: 122592523 122609569
LSV: 111876528 111886666
CCAV: 112506479 112517960
DCR: 108197548 108223289
CSIN: 114260674 114288944
RVL: 131315374 131334135
AEW: 130769778 130782095 130795822
BVG: 104886776 104900289
SOE: 110783961 110797393
CQI: 110683790 110684225 110684642 110710327
ATRI: 130797825 130812560 130812562 130827118 130827238
MOF: 131149797 131166882
NNU: 104593756 104594470 104601639
MING: 122069001 122079373
TSS: 122654565 122670761
PSOM: 113310740 113322609
OSA: 4329324 4329329 4338409 9270590
OBR: 102710874 102720399 102720675
OGL: 127759864 127763525 127763584 127773908
BDI: 100832881 100833073 100839986
ATS: 109751434 109754216 109762639 109770341 109771714 109777191
TDC: 119267500 119269412 119275330 119277409 119292174 119304265 119332146 119335496 119364280 119367479
TAES: 123040936 123048956 123053304 123060617 123062435 123069147 123071222 123077675 123079573 123089637 123099110 123108467 123148431 123159216 123166406 123191571
TUA: 125511525 125521274 125535269 125543167 125543192 125545152
LPER: 127308266 127333043 127341127 127344797
LRD: 124665103 124665217 124667733 124667951 124668244 124668519 124674080 124674244 124685924 124689715
SBI: 8059757 8084483 8085395
ZMA: 100272756 100272801 100284998 103636555
MFLO: 136450501 136456745 136473569 136473597 136514903 136530452 136541715
SITA: 101768416 101773281
SVS: 117848910 117850934 117855309
PVIR: 120655693 120665912 120676246 120699130 120701233 120708487
PHAI: 112885850 112894071 112895823
PDA: 103702142 103702256 103706246 103708914 103713131 103722165 120110174
EGU: 105044830 105045995 105049276 105050451 105052309 105057212
MUS: 103977324 103987315 103992160 103996969 103997903 104000967
ZOF: 121967555 121988665 121997591 122016214 122031866 122034341 122041523 122046034 122047857 122052786
DCT: 110101902 110113575
PEQ: 110019442 110024427
AOF: 109846559
MSIN: 131217570 131217571 131223866 131253618
NCOL: 116254902 116262247 116267900
ATR: 18432337 18440762
SMO: SELMODRAFT_450569(C4H1-1) SELMODRAFT_450570(C4H1-2)
PPP: 112277388 112279424 112281483 112290352
RIE: OCT59_006169
 » show all
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 249:5019-26 (1974)
Reference
2  [PMID:4383827]
  Authors
Russell DW, Conn EE.
  Title
The cinnamic acid 4-hydroxylase of pea seedlings.
  Journal
Arch Biochem Biophys 122:256-8 (1967)
DOI:10.1016/0003-9861(67)90150-6
Reference
3  [PMID:7925408]
  Authors
Pierrel MA, Batard Y, Kazmaier M, Mignotte-Vieux C, Durst F, Werck-Reichhart D
  Title
Catalytic properties of the plant cytochrome P450 CYP73 expressed in yeast. Substrate specificity of a cinnamate hydroxylase.
  Journal
Eur J Biochem 224:835-44 (1994)
DOI:10.1111/j.1432-1033.1994.00835.x
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.91
IUBMB Enzyme Nomenclature: 1.14.14.91
ExPASy - ENZYME nomenclature database: 1.14.14.91
BRENDA, the Enzyme Database: 1.14.14.91
CAS: 9077-75-2

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Pathway (14)   
   KEGG PATHWAY (12)   
   KEGG MODULE (2)   
Chemical substance (8)   
   KEGG COMPOUND (8)   
Chemical reaction (3)   
   KEGG REACTION (2)   
   KEGG RCLASS (1)   
Gene (580)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (499)   
   KEGG MGENES (43)   
   RefGene (37)   
Protein sequence (715)   
   UniProt (625)   
   SWISS-PROT (19)   
   RefSeq(pep) (71)   
DNA sequence (132)   
   RefSeq(nuc) (71)   
   GenBank (27)   
   EMBL (34)   
Protein domain (4)   
   InterPro (4)   
All databases (1456)   

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