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
ATHAT2G30490(C4H)
ALY9317181
CRB17888026
CSAT104700439 104749839 104786614
EUSEUTSA_v10016544mg EUTSA_v10016545mg
BRP103857322 103857323 103865042 103865043 103867954
BNA106348398 106348399 106387868 106387869 106437590 106437591 106446415 106451418 111205796
BOE106295375 106329505 106336023 106337156 106342634
RSZ108812700 108847879 108848885 108849675
THJ104800793 104808912 104815827
CPAP110809815 110823746
CIT102577934(C4H1) 102578013(C4H2)
CICCICLE_v10000921mg CICLE_v10008125mg
PVY116118220 116126679
MINC123200117 123211848
TCC18587499 18589488 18591096
GRA105776145 105782529
GHI107896573 107913579 107916264 107936045 107957678
GAB108486152 108486612 108489327
DZI111285045 111285451 111301778 111310044
EGR104422338 104435887
GMX100499623(C4H) 100812188(C4H1) 100818985
GSJ114385043 114397278 114401755
PVUPHAVU_006G079700g PHAVU_007G026000g PHAVU_008G247400g
VRA106764845 106771868 106775017
VAR108325108 108338193 108341749
VUN114187493 114189889 114193905
CCAJ109797995 109806951 109814569
APRC113846441 113848901 113872659
MTRMTR_1g111240 MTR_5g075450
CAM101492721(CYP73) 101503511 101507607
LJALj0g3v0153609.1(Lj0g3v0153609.1) Lj0g3v0343649.1(Lj0g3v0343649.1) Lj5g3v2166250.1(Lj5g3v2166250.1) Lj5g3v2216160.1(Lj5g3v2216160.1) Lj6g3v0351660.1(Lj6g3v0351660.1)
ADU107458104 107467573 107474042
AIP107608857 107616560 107635198
AHF112712108 112719871 112764966 112777310 112794230
LANG109330369 109339369 109354385
FVE101294342 101306528
RCN112164584 112197469
PPER18772818 18791756
PMUM103323718 103339178
PAVI110750787 110766184
PDUL117613815 117629821
MDM103418731 103418775 103427139 103447265
PXB103945990 103945999 103963306
ZJU107406287 107411586 107417662
MNT21391595 21394524 21401756
CSV101204747 101205537 101205775 101208511 101221846 105434566
CMO103492214 103492222 103492244 103492250 103496249(c4H) 103497013
BHJ120079060 120079601 120080215 120083555 120088389
MCHA111017984 111018232 111018233 111024917
CMAX111484465 111491732 111492592 111499735
CMOS111436256 111448702 111451474 111452469
CPEP111777471 111784863 111787467 111795542 111805108 111805109
RCU8261059 8282005
JCU105638891 105643707
HBR110637148 110653493 110665143
MESC110606554 110608744
POP112325022 7464737 7498118
PEU105118872 105120907 105123239 105137660
PALZ118042637 118044218 118054034
JRE108993196 108996947 108996955 109002391
QSU111996133 112004043 112005113 112039883
QLO115957238 115967336 115984444
TWL119991267 119997446 120001790
VVI100251539 100253493 100267215
VRI117916090 117924864 117925208
SLY101244196 101244496 101262919
SPEN107020510 107022866 114073827
SOT102586761 102605644
SSTN125866849 125875133
CANN107875407
NTA107781854(CYP73A27) 107791262(CYP73A47v3) 107812882 107820794(CYP73A28) 107823514(C4H) 107826530(CYP73A47v1)
NSY104217798 104228366 104244410
NTO104097044 104101351 104110622
NAU109215399 109225492 109229405
INI109146796 109156362 109162834
ITR116011928 116016607 116025306 116025383
SIND105163854 105170463 105170464 105170465 105170466 105170468 110011256
OEU111372687 111377181 111393218
EGT105958605 105958637 105958638 105958639 105962128
SSPL121746400 121746402 121762481 121765928 121787542 121787848
HAN110865806 110867747 110873368
ECAD122592523 122609569
LSV111876528 111886666
CCAV112506479 112517960
DCR108197548 108223289
CSIN114260674 114288944
BVG104886776 104900289
SOE110783961 110797393
CQI110683790 110684225 110684642 110710327
NNU104593756 104594470 104601639
MING122069001 122079373
TSS122654565 122670761
PSOM113310740 113322609
NCOL116254902 116262247 116267900
OSA4329324 4329329 4338409 9270590
DOSAOs02t0467000-00(Os02g0467000) Os02t0467600-01(Os02g0467600) Os05t0320700-02(Os05g0320700)
OBR102710874 102720399 102720675
BDI100832881 100833073 100839986
ATS109751434 109754216 109762639 109770341 109771714 109777191
TDC119267500 119269412 119275330 119277409 119292174 119304265 119332146 119335496 119364280 119367479
TAES123040936 123048956 123053304 123060617 123062435 123069147 123071222 123077675 123079573 123089637 123099110 123108467 123148431 123159216 123166406 123191571
TUA125511525 125521274 125535269 125543167 125543192 125545152
SBI8059757 8084483 8085395
ZMA100272756 100272801 100284998 103636555
SITA101768416 101773281
SVS117848910 117850934 117855309
PVIR120655693 120665912 120676246 120699130 120701233 120708487
PHAI112885850 112894071 112895823
PDA103702142 103702256 103706246 103708914 103713131 103722165 120110174
EGU105044830 105045995 105049276 105050451 105052309 105057212
MUS103977324 103987315 103992160 103996969 103997903 104000967
DCT110101902 110113575
PEQ110019442 110024427
AOF109846559
ATR18432337 18440762
SMOSELMODRAFT_450569(C4H1-1) SELMODRAFT_450570(C4H1-2)
PPP112277388 112279424 112281483 112290352
 » 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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