KEGG   PATHWAY: zju00940
Entry
zju00940                    Pathway                                
Name
Phenylpropanoid biosynthesis - Ziziphus jujuba (Chinese jujube)
Description
Phenylpropanoids are a group of plant secondary metabolites derived from phenylalanine and having a wide variety of functions both as structural and signaling molecules. Phenylalanine is first converted to cinnamic acid by deamination. It is followed by hydroxylation and frequent methylation to generate coumaric acid and other acids with a phenylpropane (C6-C3) unit. Reduction of the CoA-activated carboxyl groups of these acids results in the corresponding aldehydes and alcohols. The alcohols are called monolignols, the starting compounds for biosynthesis of lignin.
Class
Metabolism; Biosynthesis of other secondary metabolites
Pathway map
zju00940  Phenylpropanoid biosynthesis
zju00940

Module
zju_M00039  Monolignol biosynthesis, phenylalanine/tyrosine => monolignol [PATH:zju00940]
zju_M00137  Flavanone biosynthesis, phenylalanine => naringenin [PATH:zju00940]
Other DBs
GO: 0009699
Organism
Ziziphus jujuba (Chinese jujube) [GN:zju]
Gene
107404213  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
107413687  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
107424108  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
107418573  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
107406287  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
107417662  cytochrome P450 CYP73A100 [KO:K00487] [EC:1.14.14.91]
107411586  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
107428172  4-coumarate--CoA ligase 1 [KO:K01904] [EC:6.2.1.12]
107414888  4-coumarate--CoA ligase 2 [KO:K01904] [EC:6.2.1.12]
107413992  4-coumarate--CoA ligase CCL1 [KO:K01904] [EC:6.2.1.12]
107428304  4-coumarate--CoA ligase-like 1 [KO:K01904] [EC:6.2.1.12]
107434556  4-coumarate--CoA ligase-like 6 [KO:K01904] [EC:6.2.1.12]
107415125  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
107415155  4-coumarate--CoA ligase-like 9 isoform X1 [KO:K01904] [EC:6.2.1.12]
107411478  probable CoA ligase CCL7 [KO:K01904] [EC:6.2.1.12]
107418201  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
107406528  LOW QUALITY PROTEIN: shikimate O-hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
125423002  LOW QUALITY PROTEIN: shikimate O-hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
132799224  hydroxycinnamoyl-CoA:piscidic acid hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
107410662  acyltransferase GLAUCE [KO:K13065] [EC:2.3.1.133]
107421562  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
107429144  hydroxycinnamoyl-CoA:piscidic acid hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
107406305  shikimate O-hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
107428425  stemmadenine O-acetyltransferase [KO:K13065] [EC:2.3.1.133]
107423534  shikimate O-hydroxycinnamoyltransferase isoform X1 [KO:K13065] [EC:2.3.1.133]
107420004  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
107428424  stemmadenine O-acetyltransferase [KO:K13065] [EC:2.3.1.133]
107428484  stemmadenine O-acetyltransferase [KO:K13065] [EC:2.3.1.133]
107421389  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
107431535  cytochrome P450 98A2 [KO:K09754] [EC:1.14.14.96]
107409360  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
107406588  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
107426333  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
107429440  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
107417255  caffeoylshikimate esterase isoform X1 [KO:K18368] [EC:3.1.1.-]
132799217  flavonoid 3',5'-methyltransferase-like [KO:K00588] [EC:2.1.1.104]
132799165  putative caffeoyl-CoA O-methyltransferase At1g67980 isoform X2 [KO:K00588] [EC:2.1.1.104]
107433980  flavonoid 3',5'-methyltransferase [KO:K00588] [EC:2.1.1.104]
107406993  caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
107423938  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
125420411  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
107409091  cinnamoyl-CoA reductase 1 [KO:K09753] [EC:1.2.1.44]
107408651  cinnamoyl-CoA reductase 1 [KO:K09753] [EC:1.2.1.44]
107425908  cinnamoyl-CoA reductase 1 [KO:K09753] [EC:1.2.1.44]
107408516  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
107431863  aldehyde dehydrogenase family 2 member C4 isoform X1 [KO:K12355] [EC:1.2.1.68]
107426594  cytochrome P450 84A1 [KO:K09755] [EC:1.14.-.-]
107424406  cytochrome P450 84A1 [KO:K09755] [EC:1.14.-.-]
107418657  cathecol O-methyltransferase 1 isoform X2 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
107418658  cathecol O-methyltransferase 1-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
107418659  cathecol O-methyltransferase 1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
107423818  cathecol O-methyltransferase 1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
107418645  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
107423799  cathecol O-methyltransferase 1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
107414981  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
107434023  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
107423795  cathecol O-methyltransferase 1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
107429761  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
107418646  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
107423786  cathecol O-methyltransferase 1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
107426959  probable cinnamyl alcohol dehydrogenase [KO:K00083] [EC:1.1.1.195]
107428178  probable cinnamyl alcohol dehydrogenase 1 isoform X1 [KO:K00083] [EC:1.1.1.195]
107424883  cinnamyl alcohol dehydrogenase 1-like isoform X1 [KO:K00083] [EC:1.1.1.195]
107425502  probable cinnamyl alcohol dehydrogenase 9 [KO:K00083] [EC:1.1.1.195]
107428187  probable cinnamyl alcohol dehydrogenase 1 isoform X1 [KO:K00083] [EC:1.1.1.195]
125420664  monolignol oxidoreductase AtBBE-like 15 [KO:K22395] [EC:1.1.1.195]
125418093  monolignol oxidoreductase AtBBE-like 13 [KO:K22395] [EC:1.1.1.195]
107409200  monolignol oxidoreductase AtBBE-like 13 [KO:K22395] [EC:1.1.1.195]
107414696  monolignol oxidoreductase AtBBE-like 13 [KO:K22395] [EC:1.1.1.195]
107405222  monolignol oxidoreductase AtBBE-like 13 [KO:K22395] [EC:1.1.1.195]
107414687  monolignol oxidoreductase AtBBE-like 13 [KO:K22395] [EC:1.1.1.195]
107414697  monolignol oxidoreductase AtBBE-like 13 [KO:K22395] [EC:1.1.1.195]
107433375  1-Cys peroxiredoxin isoform X1 [KO:K11188] [EC:1.11.1.7 1.11.1.27 3.1.1.-]
107410248  peroxidase N1 [KO:K00430] [EC:1.11.1.7]
107410255  peroxidase N1 [KO:K00430] [EC:1.11.1.7]
107403660  peroxidase 16 [KO:K00430] [EC:1.11.1.7]
107404034  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107404035  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
107404629  peroxidase 29 [KO:K00430] [EC:1.11.1.7]
107404696  peroxidase 40 [KO:K00430] [EC:1.11.1.7]
107405100  peroxidase 4 [KO:K00430] [EC:1.11.1.7]
107405827  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107405830  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107405831  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107405832  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107407383  putative Peroxidase 48 [KO:K00430] [EC:1.11.1.7]
107406150  peroxidase 10 [KO:K00430] [EC:1.11.1.7]
107407421  peroxidase 21 [KO:K00430] [EC:1.11.1.7]
125421842  peroxidase 54 [KO:K00430] [EC:1.11.1.7]
107420726  cationic peroxidase 1 [KO:K00430] [EC:1.11.1.7]
107410668  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
107411241  peroxidase 10 [KO:K00430] [EC:1.11.1.7]
107411439  peroxidase 19 [KO:K00430] [EC:1.11.1.7]
107411406  peroxidase 24 [KO:K00430] [EC:1.11.1.7]
107411660  peroxidase 5 [KO:K00430] [EC:1.11.1.7]
125421463  peroxidase 5 [KO:K00430] [EC:1.11.1.7]
132799263  peroxidase 3-like isoform X1 [KO:K00430] [EC:1.11.1.7]
125418791  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
132800172  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
132800277  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
132800318  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
132800291  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
132800173  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
132800174  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
132800175  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
125418792  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
132800287  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
125418719  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
125418506  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
112490641  cationic peroxidase 1 [KO:K00430] [EC:1.11.1.7]
107420792  peroxidase 45 [KO:K00430] [EC:1.11.1.7]
107405828  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107419186  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107419200  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107425304  peroxidase 17 [KO:K00430] [EC:1.11.1.7]
107431265  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
107431273  cationic peroxidase 1 [KO:K00430] [EC:1.11.1.7]
107431275  cationic peroxidase 1 [KO:K00430] [EC:1.11.1.7]
107432314  peroxidase A2 [KO:K00430] [EC:1.11.1.7]
107415092  peroxidase A2 [KO:K00430] [EC:1.11.1.7]
107415104  peroxidase A2 [KO:K00430] [EC:1.11.1.7]
107428601  peroxidase 5 [KO:K00430] [EC:1.11.1.7]
107429673  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107421730  peroxidase 12 [KO:K00430] [EC:1.11.1.7]
107426124  cationic peroxidase 2 [KO:K00430] [EC:1.11.1.7]
107424115  peroxidase 7 [KO:K00430] [EC:1.11.1.7]
107424578  peroxidase 72 [KO:K00430] [EC:1.11.1.7]
107434835  peroxidase 25 isoform X1 [KO:K00430] [EC:1.11.1.7]
107414954  peroxidase 5 [KO:K00430] [EC:1.11.1.7]
107424439  peroxidase 64 [KO:K00430] [EC:1.11.1.7]
107424909  LOW QUALITY PROTEIN: peroxidase 51 [KO:K00430] [EC:1.11.1.7]
107435792  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107435794  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107435795  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107415435  peroxidase 31 [KO:K00430] [EC:1.11.1.7]
107417043  peroxidase 3 [KO:K00430] [EC:1.11.1.7]
107422560  peroxidase 64 [KO:K00430] [EC:1.11.1.7]
107419921  peroxidase 31 [KO:K00430] [EC:1.11.1.7]
107429740  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107404036  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
107405097  peroxidase 4 [KO:K00430] [EC:1.11.1.7]
107426188  peroxidase 5 [KO:K00430] [EC:1.11.1.7]
107420806  peroxidase 29 [KO:K00430] [EC:1.11.1.7]
107423571  peroxidase 65-like [KO:K00430] [EC:1.11.1.7]
107427935  peroxidase 55 [KO:K00430] [EC:1.11.1.7]
107435998  peroxidase 3 [KO:K00430] [EC:1.11.1.7]
107435485  peroxidase 9 [KO:K00430] [EC:1.11.1.7]
107413963  peroxidase 4 isoform X1 [KO:K00430] [EC:1.11.1.7]
107413966  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
107427162  peroxidase 43 [KO:K00430] [EC:1.11.1.7]
107430451  peroxidase 20 [KO:K00430] [EC:1.11.1.7]
107414445  peroxidase 66 [KO:K00430] [EC:1.11.1.7]
107417746  peroxidase 47 [KO:K00430] [EC:1.11.1.7]
107403634  peroxidase 7 [KO:K00430] [EC:1.11.1.7]
107433047  peroxidase 44 [KO:K00430] [EC:1.11.1.7]
107434142  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
107420772  peroxidase 42 [KO:K00430] [EC:1.11.1.7]
107431499  peroxidase 56-like isoform X2 [KO:K00430] [EC:1.11.1.7]
112491271  peroxidase A2 [KO:K00430] [EC:1.11.1.7]
107424817  anthocyanidin 3-O-glucosyltransferase 5 [KO:K12356] [EC:2.4.1.111]
Compound
C00079  L-Phenylalanine
C00082  L-Tyrosine
C00223  p-Coumaroyl-CoA
C00315  Spermidine
C00323  Caffeoyl-CoA
C00406  Feruloyl-CoA
C00411  Sinapoyl-CoA
C00423  trans-Cinnamate
C00482  Sinapate
C00540  Cinnamoyl-CoA
C00590  Coniferyl alcohol
C00761  Coniferin
C00811  4-Coumarate
C00852  Chlorogenate
C00903  Cinnamaldehyde
C00933  Sinapine
C01175  1-O-Sinapoyl-beta-D-glucose
C01197  Caffeate
C01494  Ferulate
C01533  Syringin
C02325  Sinapyl alcohol
C02646  4-Coumaryl alcohol
C02666  Coniferyl aldehyde
C02887  Sinapoyl malate
C02947  4-Coumaroylshikimate
C04366  3-(2-Carboxyethenyl)-cis,cis-muconate
C05608  4-Hydroxycinnamyl aldehyde
C05610  Sinapoyl aldehyde
C05619  5-Hydroxyferulic acid
C05627  4-Hydroxystyrene
C05855  4-Hydroxycinnamyl alcohol 4-D-glucoside
C06224  3,4-Dihydroxystyrene
C10428  Anethole
C10434  5-O-Caffeoylshikimic acid
C10452  Estragole
C10453  Eugenol
C10454  Methyleugenol
C10469  Isoeugenol
C10478  Methylisoeugenol
C10945  Caffeic aldehyde
C12203  5-Hydroxyferuloyl-CoA
C12204  5-Hydroxyconiferaldehyde
C12205  5-Hydroxyconiferyl alcohol
C12206  Caffeyl alcohol
C12208  p-Coumaroyl quinic acid
C15804  p-Hydroxyphenyl lignin
C15805  Guaiacyl lignin
C15806  Syringyl lignin
C15807  5-Hydroxy-guaiacyl lignin
C16930  Chavicol
C18069  N1,N5,N10-Tricoumaroyl spermidine
C18070  N1,N5,N10-Tricaffeoyl spermidine
C18071  N1,N5,N10-Triferuloyl spermidine
C18072  N1,N5,N10-Tri(hydroxyferuloyl) spermidine
C18073  N1,N5-Di(hydroxyferuloyl)-N10-sinapoyl spermidine
C20225  Coniferyl acetate
C20464  Isochavicol
C20465  Coumaryl acetate
Reference
  Authors
Nair RB, Bastress KL, Ruegger MO, Denault JW, Chapple C.
  Title
The Arabidopsis thaliana REDUCED EPIDERMAL FLUORESCENCE1 gene encodes an aldehyde dehydrogenase involved in ferulic acid and sinapic acid biosynthesis.
  Journal
Plant Cell 16:544-54 (2004)
DOI:10.1105/tpc.017509
Reference
  Authors
Baucher M, Halpin C, Petit-Conil M, Boerjan W.
  Title
Lignin: genetic engineering and impact on pulping.
  Journal
Crit Rev Biochem Mol Biol 38:305-50 (2003)
DOI:10.1080/10409230391036757
Reference
  Authors
Rogers LA, Dubos C, Cullis IF, Surman C, Poole M, Willment J, Mansfield SD, Campbell MM.
  Title
Light, the circadian clock, and sugar perception in the control of lignin biosynthesis.
  Journal
J Exp Bot 56:1651-63 (2005)
DOI:10.1093/jxb/eri162
Reference
  Authors
Whetten R, Sederoff R.
  Title
Lignin Biosynthesis.
  Journal
Plant Cell 7:1001-1013 (1995)
DOI:10.1105/tpc.7.7.1001
Reference
PMID:8972602
  Authors
Lorenzen M, Racicot V, Strack D, Chapple C.
  Title
Sinapic acid ester metabolism in wild type and a sinapoylglucose-accumulating mutant of arabidopsis.
  Journal
Plant Physiol 112:1625-30 (1996)
DOI:10.1104/pp.112.4.1625
Reference
PMID:1477555
  Authors
Chapple CC, Vogt T, Ellis BE, Somerville CR.
  Title
An Arabidopsis mutant defective in the general phenylpropanoid pathway.
  Journal
Plant Cell 4:1413-24 (1992)
DOI:10.1105/tpc.4.11.1413
Reference
  Authors
Raes J, Rohde A, Christensen JH, Van de Peer Y, Boerjan W.
  Title
Genome-wide characterization of the lignification toolbox in Arabidopsis.
  Journal
Plant Physiol 133:1051-71 (2003)
DOI:10.1104/pp.103.026484
Reference
  Authors
Costa MA, Collins RE, Anterola AM, Cochrane FC, Davin LB, Lewis NG.
  Title
An in silico assessment of gene function and organization of the phenylpropanoid pathway metabolic networks in Arabidopsis thaliana and limitations thereof.
  Journal
Phytochemistry 64:1097-112 (2003)
DOI:10.1016/S0031-9422(03)00517-X
Reference
  Authors
Meyermans H, Morreel K, Lapierre C, Pollet B, De Bruyn A, Busson R, Herdewijn P, Devreese B, Van Beeumen J, Marita JM, Ralph J, Chen C, Burggraeve B, Van Montagu M, Messens E, Boerjan W.
  Title
Modifications in lignin and accumulation of phenolic glucosides in poplar xylem upon down-regulation of caffeoyl-coenzyme A O-methyltransferase, an enzyme involved in lignin biosynthesis.
  Journal
J Biol Chem 275:36899-909 (2000)
DOI:10.1074/jbc.M006915200
Reference
  Authors
Gachon CM, Langlois-Meurinne M, Henry Y, Saindrenan P.
  Title
Transcriptional co-regulation of secondary metabolism enzymes in Arabidopsis: functional and evolutionary implications.
  Journal
Plant Mol Biol 58:229-45 (2005)
DOI:10.1007/s11103-005-5346-5
Reference
  Authors
Li L, Popko JL, Umezawa T, Chiang VL.
  Title
5-hydroxyconiferyl aldehyde modulates enzymatic methylation for syringyl monolignol formation, a new view of monolignol biosynthesis in angiosperms.
  Journal
J Biol Chem 275:6537-45 (2000)
DOI:10.1074/jbc.275.9.6537
Reference
  Authors
Yamauchi K, Yasuda S, Fukushima K.
  Title
Evidence for the biosynthetic pathway from sinapic acid to syringyl lignin using labeled sinapic acid with stable isotope at both methoxy groups in Robinia pseudoacacia and Nerium indicum.
  Journal
J Agric Food Chem 50:3222-7 (2002)
DOI:10.1021/jf011565x
Reference
  Authors
Eckardt NA.
  Title
Probing the mysteries of lignin biosynthesis: the crystal structure of caffeic acid/5-hydroxyferulic acid 3/5-O-methyltransferase provides new insights.
  Journal
Plant Cell 14:1185-9 (2002)
DOI:10.1105/tpc.140610
Related
pathway
zju00130  Ubiquinone and other terpenoid-quinone biosynthesis
zju00400  Phenylalanine, tyrosine and tryptophan biosynthesis
zju00941  Flavonoid biosynthesis
zju00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
KO pathway
ko00940   
LinkDB

DBGET integrated database retrieval system