KEGG   PATHWAY: atri00940
Entry
atri00940                   Pathway                                
Name
Phenylpropanoid biosynthesis - Amaranthus tricolor (tampala)
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
atri00940  Phenylpropanoid biosynthesis
atri00940

Module
atri_M00039  Monolignol biosynthesis, phenylalanine/tyrosine => monolignol [PATH:atri00940]
atri_M00137  Flavanone biosynthesis, phenylalanine => naringenin [PATH:atri00940]
Other DBs
GO: 0009699
Organism
Amaranthus tricolor (tampala) [GN:atri]
Gene
130827609  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
130812846  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
130797825  cytochrome P450 CYP73A100-like [KO:K00487] [EC:1.14.14.91]
130827118  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
130827238  trans-cinnamate 4-monooxygenase-like [KO:K00487] [EC:1.14.14.91]
130812560  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
130812562  trans-cinnamate 4-monooxygenase-like [KO:K00487] [EC:1.14.14.91]
130820390  4-coumarate--CoA ligase 2 [KO:K01904] [EC:6.2.1.12]
130824503  4-coumarate--CoA ligase 1-like isoform X1 [KO:K01904] [EC:6.2.1.12]
130808925  4-coumarate--CoA ligase-like 1 [KO:K01904] [EC:6.2.1.12]
130797682  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
130798435  probable CoA ligase CCL7 [KO:K01904] [EC:6.2.1.12]
130800438  probable CoA ligase CCL7 [KO:K01904] [EC:6.2.1.12]
130801676  4-coumarate--CoA ligase-like 6 [KO:K01904] [EC:6.2.1.12]
130814686  4-coumarate--CoA ligase 1-like [KO:K01904] [EC:6.2.1.12]
130805783  acyltransferase GLAUCE-like [KO:K13065] [EC:2.3.1.133]
130797037  acyltransferase GLAUCE [KO:K13065] [EC:2.3.1.133]
130811294  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
130821286  cytochrome P450 98A2-like [KO:K09754] [EC:1.14.14.96]
130827890  cytochrome P450 98A2 [KO:K09754] [EC:1.14.14.96]
130800658  cytochrome P450 98A2-like [KO:K09754] [EC:1.14.14.96]
130813976  caffeoylshikimate esterase-like isoform X1 [KO:K18368] [EC:3.1.1.-]
130802286  caffeoylshikimate esterase isoform X1 [KO:K18368] [EC:3.1.1.-]
130804321  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
130804327  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
130807488  caffeoylshikimate esterase isoform X1 [KO:K18368] [EC:3.1.1.-]
130806664  caffeoyl-CoA O-methyltransferase 5 [KO:K00588] [EC:2.1.1.104]
130823900  caffeoyl-CoA O-methyltransferase 1-like [KO:K00588] [EC:2.1.1.104]
130815392  caffeoyl-CoA O-methyltransferase-like [KO:K00588] [EC:2.1.1.104]
130816001  caffeoyl-CoA O-methyltransferase 5-like [KO:K00588] [EC:2.1.1.104]
130806397  cinnamoyl-CoA reductase 1 [KO:K09753] [EC:1.2.1.44]
130814574  aldehyde dehydrogenase family 2 member C4-like isoform X1 [KO:K12355] [EC:1.2.1.68]
130820304  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
130808139  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
130806644  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
130824825  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
130825451  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
130825452  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
130825453  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
130825454  uncharacterized protein LOC130825454 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
130809948  cathecol O-methyltransferase 1-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
130809949  cathecol O-methyltransferase 1-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
130825773  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
130809316  probable cinnamyl alcohol dehydrogenase 9 [KO:K00083] [EC:1.1.1.195]
130824915  probable cinnamyl alcohol dehydrogenase [KO:K00083] [EC:1.1.1.195]
130797511  probable cinnamyl alcohol dehydrogenase 6 [KO:K00083] [EC:1.1.1.195]
130810177  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
130811139  probable cinnamyl alcohol dehydrogenase 6 [KO:K00083] [EC:1.1.1.195]
130797538  berberine bridge enzyme-like 13 [KO:K22395] [EC:1.1.1.195]
130799704  berberine bridge enzyme-like 13 [KO:K22395] [EC:1.1.1.195]
130803649  berberine bridge enzyme-like 13 [KO:K22395] [EC:1.1.1.195]
130825591  1-Cys peroxiredoxin PER1 [KO:K11188] [EC:1.11.1.7 1.11.1.27 3.1.1.-]
130818726  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130819873  peroxidase 40 [KO:K00430] [EC:1.11.1.7]
130820271  peroxidase 64-like [KO:K00430] [EC:1.11.1.7]
130806005  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
130806162  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
130806173  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
130820718  peroxidase 6-like isoform X1 [KO:K00430] [EC:1.11.1.7]
130820775  peroxidase 72-like [KO:K00430] [EC:1.11.1.7]
130820874  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
130806226  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
130806301  peroxidase 66-like [KO:K00430] [EC:1.11.1.7]
130806302  peroxidase 66-like [KO:K00430] [EC:1.11.1.7]
130806304  peroxidase 66-like [KO:K00430] [EC:1.11.1.7]
130806541  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
130806554  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
130806669  peroxidase 7-like [KO:K00430] [EC:1.11.1.7]
130821218  peroxidase 56-like [KO:K00430] [EC:1.11.1.7]
130821284  peroxidase 50 [KO:K00430] [EC:1.11.1.7]
130821450  peroxidase 17 [KO:K00430] [EC:1.11.1.7]
130807441  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130807593  peroxidase 6-like [KO:K00430] [EC:1.11.1.7]
130823650  peroxidase 55 [KO:K00430] [EC:1.11.1.7]
130823846  peroxidase 42-like [KO:K00430] [EC:1.11.1.7]
130823987  peroxidase 9 [KO:K00430] [EC:1.11.1.7]
130808148  peroxidase 72-like [KO:K00430] [EC:1.11.1.7]
130808192  peroxidase 72-like [KO:K00430] [EC:1.11.1.7]
130808304  uncharacterized protein LOC130808304 [KO:K00430] [EC:1.11.1.7]
130808473  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
130808613  peroxidase 56-like [KO:K00430] [EC:1.11.1.7]
130808655  peroxidase 11 [KO:K00430] [EC:1.11.1.7]
130796699  peroxidase N-like [KO:K00430] [EC:1.11.1.7]
130796804  peroxidase 47 [KO:K00430] [EC:1.11.1.7]
130808874  peroxidase 72-like [KO:K00430] [EC:1.11.1.7]
130809261  probable peroxidase 61 [KO:K00430] [EC:1.11.1.7]
130825471  peroxidase 66-like [KO:K00430] [EC:1.11.1.7]
130809436  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130809438  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130825810  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
130826010  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
130826219  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
130797933  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
130797988  peroxidase 56-like [KO:K00430] [EC:1.11.1.7]
130798149  peroxidase 56-like [KO:K00430] [EC:1.11.1.7]
130798150  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
130798151  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
130798152  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
130798153  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
130798154  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
130798155  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
130798156  peroxidase 56-like [KO:K00430] [EC:1.11.1.7]
130798269  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
130810107  peroxidase 12-like [KO:K00430] [EC:1.11.1.7]
130810485  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
130810493  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
130826941  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
130827221  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130798616  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
130798617  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
130798849  peroxidase 56-like [KO:K00430] [EC:1.11.1.7]
130827231  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130827548  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130827577  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
130827618  putative Peroxidase 48 [KO:K00430] [EC:1.11.1.7]
130827632  peroxidase 21-like [KO:K00430] [EC:1.11.1.7]
130827633  peroxidase 21-like [KO:K00430] [EC:1.11.1.7]
130799668  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
130799676  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
130812565  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130812566  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130812567  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130812568  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130812571  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130812572  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130827819  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
130827822  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
130800483  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130813349  peroxidase 56-like [KO:K00430] [EC:1.11.1.7]
130813537  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130813540  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130813672  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
130813673  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
130800732  peroxidase 20 [KO:K00430] [EC:1.11.1.7]
130814183  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
130814184  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
130814185  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
130814186  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
130801884  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
130801886  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
130814656  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
130814896  peroxidase 29 [KO:K00430] [EC:1.11.1.7]
130814902  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
130802710  peroxidase 31-like [KO:K00430] [EC:1.11.1.7]
130815250  peroxidase 19 [KO:K00430] [EC:1.11.1.7]
130815450  peroxidase 42-like [KO:K00430] [EC:1.11.1.7]
130803129  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
130803132  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
130803133  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
130803134  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
130815801  peroxidase 25 [KO:K00430] [EC:1.11.1.7]
130804089  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
130804092  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
130804371  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
130804424  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
130804445  peroxidase 31-like [KO:K00430] [EC:1.11.1.7]
130817613  peroxidase 18-like [KO:K00430] [EC:1.11.1.7]
130817965  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
130820490  anthocyanidin 3-O-glucosyltransferase 5-like [KO:K12356] [EC:2.4.1.111]
130807396  anthocyanidin 3-O-glucosyltransferase 5-like [KO:K12356] [EC:2.4.1.111]
130808510  anthocyanidin 3-O-glucosyltransferase 5-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)
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
atri00130  Ubiquinone and other terpenoid-quinone biosynthesis
atri00400  Phenylalanine, tyrosine and tryptophan biosynthesis
atri00941  Flavonoid biosynthesis
atri00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
KO pathway
ko00940   
LinkDB

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