KEGG   PATHWAY: tpra00940
Entry
tpra00940                   Pathway                                
Name
Phenylpropanoid biosynthesis - Trifolium pratense (red clover)
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
tpra00940  Phenylpropanoid biosynthesis
tpra00940

Module
tpra_M00039  Monolignol biosynthesis, phenylalanine/tyrosine => monolignol [PATH:tpra00940]
tpra_M00137  Flavanone biosynthesis, phenylalanine => naringenin [PATH:tpra00940]
Other DBs
GO: 0009699
Organism
Trifolium pratense (red clover) [GN:tpra]
Gene
123919623  phenylalanine ammonia-lyase 2 [KO:K10775] [EC:4.3.1.24]
123907091  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
123892914  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
123892915  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
123892916  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
123923332  phenylalanine ammonia-lyase class 3-like [KO:K10775] [EC:4.3.1.24]
123887997  trans-cinnamate 4-monooxygenase-like [KO:K00487] [EC:1.14.14.91]
123920662  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
123920941  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
123900153  cytochrome P450 CYP73A100-like [KO:K00487] [EC:1.14.14.91]
123891345  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
123906016  4-coumarate--CoA ligase 2-like isoform X1 [KO:K01904] [EC:6.2.1.12]
123906017  4-coumarate--CoA ligase 2-like [KO:K01904] [EC:6.2.1.12]
123907671  4-coumarate--CoA ligase 2-like [KO:K01904] [EC:6.2.1.12]
123907977  4-coumarate--CoA ligase CCL1-like [KO:K01904] [EC:6.2.1.12]
123921299  4-coumarate--CoA ligase 1-like [KO:K01904] [EC:6.2.1.12]
123897014  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
123897688  probable CoA ligase CCL7 [KO:K01904] [EC:6.2.1.12]
123912909  4-coumarate--CoA ligase-like 1 [KO:K01904] [EC:6.2.1.12]
123898427  probable CoA ligase CCL7 [KO:K01904] [EC:6.2.1.12]
123899856  4-coumarate--CoA ligase 1-like [KO:K01904] [EC:6.2.1.12]
123899903  4-coumarate--CoA ligase 1 [KO:K01904] [EC:6.2.1.12]
123904275  4-coumarate--CoA ligase-like 6 [KO:K01904] [EC:6.2.1.12]
123917695  4-coumarate--CoA ligase-like 6 [KO:K01904] [EC:6.2.1.12]
123890101  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
123890106  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
123891715  omega-hydroxypalmitate O-feruloyl transferase [KO:K13065] [EC:2.3.1.133]
123887841  stemmadenine O-acetyltransferase-like [KO:K13065] [EC:2.3.1.133]
123920029  shikimate O-hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
123908679  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
123908681  stemmadenine O-acetyltransferase-like isoform X1 [KO:K13065] [EC:2.3.1.133]
123912696  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
123912697  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
123902751  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
123917186  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
123888242  cytochrome P450 98A2 [KO:K09754] [EC:1.14.14.96]
123890725  caffeoylshikimate esterase-like isoform X1 [KO:K18368] [EC:3.1.1.-]
123891169  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
123891171  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
123885179  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
123906045  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
123910917  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
123911695  caffeoylshikimate esterase isoform X1 [KO:K18368] [EC:3.1.1.-]
123884854  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
123884003  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
123885833  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
123907255  caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
123920948  caffeoyl-CoA O-methyltransferase 5-like [KO:K00588] [EC:2.1.1.104]
123920949  caffeoyl-CoA O-methyltransferase 5-like [KO:K00588] [EC:2.1.1.104]
123920950  caffeoyl-CoA O-methyltransferase 5-like [KO:K00588] [EC:2.1.1.104]
123921195  caffeoyl-CoA O-methyltransferase 5-like [KO:K00588] [EC:2.1.1.104]
123921196  caffeoyl-CoA O-methyltransferase 5-like [KO:K00588] [EC:2.1.1.104]
123924307  caffeoyl-CoA O-methyltransferase 5-like [KO:K00588] [EC:2.1.1.104]
123915556  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
123918444  flavonoid 3',5'-methyltransferase-like [KO:K00588] [EC:2.1.1.104]
123882487  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
123882488  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
123924373  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
123897302  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
123899827  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
123885370  aldehyde dehydrogenase family 2 member C4-like [KO:K12355] [EC:1.2.1.68]
123887463  aldehyde dehydrogenase family 2 member C4-like [KO:K12355] [EC:1.2.1.68]
123915449  aldehyde dehydrogenase family 2 member C4-like [KO:K12355] [EC:1.2.1.68]
123915450  aldehyde dehydrogenase family 2 member C4-like [KO:K12355] [EC:1.2.1.68]
123907682  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
123921449  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
123921450  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
123917575  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
123889523  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
123908912  anthranilate N-methyltransferase-like isoform X1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
123909020  caffeic acid 3-O-methyltransferase-like isoform X1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
123909021  caffeic acid 3-O-methyltransferase-like isoform X1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
123924507  caffeic acid 3-O-methyltransferase-like isoform X1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
123924511  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
123913580  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
123884649  probable cinnamyl alcohol dehydrogenase 6 [KO:K00083] [EC:1.1.1.195]
123921927  probable cinnamyl alcohol dehydrogenase 6 [KO:K00083] [EC:1.1.1.195]
123909846  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
123910549  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
123902653  probable cinnamyl alcohol dehydrogenase 6 [KO:K00083] [EC:1.1.1.195]
123902781  probable cinnamyl alcohol dehydrogenase [KO:K00083] [EC:1.1.1.195]
123915231  probable mannitol dehydrogenase [KO:K00083] [EC:1.1.1.195]
123894755  berberine bridge enzyme-like 13 [KO:K22395] [EC:1.1.1.195]
123915782  berberine bridge enzyme-like 13 [KO:K22395] [EC:1.1.1.195]
123916658  berberine bridge enzyme-like 13 [KO:K22395] [EC:1.1.1.195]
123918740  1-Cys peroxiredoxin [KO:K11188] [EC:1.11.1.7 1.11.1.27 3.1.1.-]
123889241  peroxidase A2-like [KO:K00430] [EC:1.11.1.7]
123889796  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
123889983  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
123890173  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
123891400  peroxidase 55 [KO:K00430] [EC:1.11.1.7]
123891748  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
123881753  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
123882386  peroxidase 64-like [KO:K00430] [EC:1.11.1.7]
123882910  peroxidase N-like [KO:K00430] [EC:1.11.1.7]
123884672  peroxidase 16-like [KO:K00430] [EC:1.11.1.7]
123884780  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
123885189  peroxidase 7-like [KO:K00430] [EC:1.11.1.7]
123885944  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
123886741  peroxidase 9 [KO:K00430] [EC:1.11.1.7]
123906343  peroxidase 51-like [KO:K00430] [EC:1.11.1.7]
123906498  peroxidase 63-like [KO:K00430] [EC:1.11.1.7]
123919074  cationic peroxidase 1-like isoform X1 [KO:K00430] [EC:1.11.1.7]
123919461  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
123919763  peroxidase 51-like [KO:K00430] [EC:1.11.1.7]
123906858  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
123920277  peroxidase 39 [KO:K00430] [EC:1.11.1.7]
123920646  peroxidase 40 [KO:K00430] [EC:1.11.1.7]
123920877  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
123921203  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
123921321  peroxidase 25 [KO:K00430] [EC:1.11.1.7]
123892663  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
123892664  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
123893128  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
123893151  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
123893217  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
123893277  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
123908223  peroxidase 43-like [KO:K00430] [EC:1.11.1.7]
123908268  peroxidase 47 [KO:K00430] [EC:1.11.1.7]
123908381  peroxidase 42 [KO:K00430] [EC:1.11.1.7]
123908607  peroxidase 10-like [KO:K00430] [EC:1.11.1.7]
123921640  putative Peroxidase 48 [KO:K00430] [EC:1.11.1.7]
123921745  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
123921757  peroxidase 72-like [KO:K00430] [EC:1.11.1.7]
123921935  peroxidase 64 [KO:K00430] [EC:1.11.1.7]
123922017  peroxidase A2-like [KO:K00430] [EC:1.11.1.7]
123922093  peroxidase 17-like [KO:K00430] [EC:1.11.1.7]
123893934  putative Peroxidase 48 [KO:K00430] [EC:1.11.1.7]
123894088  probable peroxidase 26 [KO:K00430] [EC:1.11.1.7]
123908833  peroxidase 16 [KO:K00430] [EC:1.11.1.7]
123908940  peroxidase 7-like [KO:K00430] [EC:1.11.1.7]
123922844  peroxidase 21 [KO:K00430] [EC:1.11.1.7]
123923214  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
123923276  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
123923277  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
123923394  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
123923564  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
123923596  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
123894856  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
123909837  peroxidase 29 [KO:K00430] [EC:1.11.1.7]
123923788  peroxidase 17-like [KO:K00430] [EC:1.11.1.7]
123924084  peroxidase 17-like [KO:K00430] [EC:1.11.1.7]
123924209  peroxidase 19 [KO:K00430] [EC:1.11.1.7]
123895270  peroxidase E5-like [KO:K00430] [EC:1.11.1.7]
123895271  peroxidase A2-like [KO:K00430] [EC:1.11.1.7]
123910377  peroxidase 72 [KO:K00430] [EC:1.11.1.7]
123910621  cationic peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
123910652  peroxidase 43-like [KO:K00430] [EC:1.11.1.7]
123910832  peroxidase 64-like [KO:K00430] [EC:1.11.1.7]
123911082  peroxidase 10 [KO:K00430] [EC:1.11.1.7]
123911096  cationic peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
123911107  peroxidase N-like isoform X1 [KO:K00430] [EC:1.11.1.7]
123911340  peroxidase 20 [KO:K00430] [EC:1.11.1.7]
123911611  peroxidase 11 isoform X1 [KO:K00430] [EC:1.11.1.7]
123897528  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
123897529  peroxidase 52-like [KO:K00430] [EC:1.11.1.7]
123897661  peroxidase 15-like [KO:K00430] [EC:1.11.1.7]
123897662  peroxidase E5-like [KO:K00430] [EC:1.11.1.7]
123897730  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
123897742  peroxidase P7-like isoform X1 [KO:K00430] [EC:1.11.1.7]
123897744  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
123898007  peroxidase 18-like [KO:K00430] [EC:1.11.1.7]
123898526  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
123898527  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
123898636  peroxidase P7-like isoform X1 [KO:K00430] [EC:1.11.1.7]
123913441  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
123898808  peroxidase 15-like [KO:K00430] [EC:1.11.1.7]
123898810  peroxidase A2-like [KO:K00430] [EC:1.11.1.7]
123898811  peroxidase A2-like [KO:K00430] [EC:1.11.1.7]
123898812  peroxidase A2-like [KO:K00430] [EC:1.11.1.7]
123898813  peroxidase 15-like [KO:K00430] [EC:1.11.1.7]
123898830  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
123898831  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
123898884  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
123899029  peroxidase 66 [KO:K00430] [EC:1.11.1.7]
123899411  probable peroxidase 26 [KO:K00430] [EC:1.11.1.7]
123900065  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
123900150  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
123902141  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
123902155  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
123902295  peroxidase 41-like [KO:K00430] [EC:1.11.1.7]
123903047  peroxidase 16-like [KO:K00430] [EC:1.11.1.7]
123916823  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
123917743  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
123917746  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
123917748  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
123918059  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
123918172  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
123918456  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
123918691  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
123882416  anthocyanidin 3-O-glucosyltransferase 5-like [KO:K12356] [EC:2.4.1.111]
123882417  anthocyanidin 3-O-glucosyltransferase 5-like [KO:K12356] [EC:2.4.1.111]
123882419  anthocyanidin 3-O-glucosyltransferase 5-like [KO:K12356] [EC:2.4.1.111]
123908683  UDP-glycosyltransferase 72E1-like [KO:K12356] [EC:2.4.1.111]
123908915  UDP-glycosyltransferase 72E2-like [KO:K12356] [EC:2.4.1.111]
123909682  UDP-glycosyltransferase 72E1-like [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)
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Related
pathway
tpra00130  Ubiquinone and other terpenoid-quinone biosynthesis
tpra00400  Phenylalanine, tyrosine and tryptophan biosynthesis
tpra00941  Flavonoid biosynthesis
tpra00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
KO pathway
ko00940   
LinkDB

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