KEGG   PATHWAY: jcu00940
Entry
jcu00940                    Pathway                                
Name
Phenylpropanoid biosynthesis - Jatropha curcas (Barbados nut)
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
jcu00940  Phenylpropanoid biosynthesis
jcu00940

Module
jcu_M00039  Monolignol biosynthesis, phenylalanine/tyrosine => monolignol [PATH:jcu00940]
jcu_M00137  Flavanone biosynthesis, phenylalanine => naringenin [PATH:jcu00940]
Other DBs
GO: 0009699
Organism
Jatropha curcas (Barbados nut) [GN:jcu]
Gene
105650921  phenylalanine ammonia-lyase G2B [KO:K10775] [EC:4.3.1.24]
105637929  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
105642230  LOW QUALITY PROTEIN: phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
105642233  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
105638891  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
105643707  cytochrome P450 CYP73A100 [KO:K00487] [EC:1.14.14.91]
105635600  4-coumarate--CoA ligase 2 [KO:K01904] [EC:6.2.1.12]
105635601  4-coumarate--CoA ligase 1 [KO:K01904] [EC:6.2.1.12]
105628033  4-coumarate--CoA ligase-like 7 [KO:K01904] [EC:6.2.1.12]
105629481  4-coumarate--CoA ligase-like 6 isoform X1 [KO:K01904] [EC:6.2.1.12]
105630258  4-coumarate--CoA ligase 1 [KO:K01904] [EC:6.2.1.12]
105634492  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
105649004  4-coumarate--CoA ligase 2 [KO:K01904] [EC:6.2.1.12]
105644823  4-coumarate--CoA ligase-like 1 isoform X2 [KO:K01904] [EC:6.2.1.12]
105640228  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
105644777  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
105630295  shikimate O-hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
105627975  LOW QUALITY PROTEIN: agmatine coumaroyltransferase-2 [KO:K13065] [EC:2.3.1.133]
105631637  BAHD acyltransferase At5g47980 [KO:K13065] [EC:2.3.1.133]
105633528  shikimate O-hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
105633533  hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
105641109  LOW QUALITY PROTEIN: stemmadenine O-acetyltransferase [KO:K13065] [EC:2.3.1.133]
105640237  stemmadenine O-acetyltransferase isoform X1 [KO:K13065] [EC:2.3.1.133]
105641133  stemmadenine O-acetyltransferase [KO:K13065] [EC:2.3.1.133]
105644920  fatty alcohol:caffeoyl-CoA acyltransferase [KO:K13065] [EC:2.3.1.133]
105644994  stemmadenine O-acetyltransferase isoform X1 [KO:K13065] [EC:2.3.1.133]
105633532  shikimate O-hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
105636120  cytochrome P450 98A2 [KO:K09754] [EC:1.14.14.96]
105634922  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
105642532  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
105634988  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
105642035  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
105638730  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
105634142  caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
105634145  putative caffeoyl-CoA O-methyltransferase At1g67980 [KO:K00588] [EC:2.1.1.104]
105639727  caffeoyl-CoA O-methyltransferase 1 [KO:K00588] [EC:2.1.1.104]
105646284  caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
105637791  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
105634146  caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
105634141  caffeoyl-CoA O-methyltransferase isoform X2 [KO:K00588] [EC:2.1.1.104]
105634143  LOW QUALITY PROTEIN: caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
105634147  LOW QUALITY PROTEIN: caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
105639981  caffeoyl-CoA O-methyltransferase 1 [KO:K00588] [EC:2.1.1.104]
105630319  cinnamoyl-CoA reductase 1 [KO:K09753] [EC:1.2.1.44]
105637698  aldehyde dehydrogenase family 2 member C4 [KO:K12355] [EC:1.2.1.68]
105637699  aldehyde dehydrogenase family 2 member C4 [KO:K12355] [EC:1.2.1.68]
105628450  cytochrome P450 84A1 [KO:K09755] [EC:1.14.-.-]
105635946  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105636072  LOW QUALITY PROTEIN: caffeic acid 3-O-methyltransferase 1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105631282  caffeic acid 3-O-methyltransferase 1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105632993  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105646425  LOW QUALITY PROTEIN: flavone 3'-O-methyltransferase 1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105646969  anthranilate N-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105639044  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105639046  caffeic acid 3-O-methyltransferase 2 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110009243  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105631656  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105637089  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
105645558  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
105635302  probable cinnamyl alcohol dehydrogenase 6 [KO:K00083] [EC:1.1.1.195]
105636594  probable cinnamyl alcohol dehydrogenase 9 [KO:K00083] [EC:1.1.1.195]
105645150  probable cinnamyl alcohol dehydrogenase 1 isoform X1 [KO:K00083] [EC:1.1.1.195]
105639773  probable cinnamyl alcohol dehydrogenase [KO:K00083] [EC:1.1.1.195]
105635659  berberine bridge enzyme-like 15 [KO:K22395] [EC:1.1.1.195]
105637132  berberine bridge enzyme-like 15 [KO:K22395] [EC:1.1.1.195]
105635658  LOW QUALITY PROTEIN: berberine bridge enzyme-like 15 [KO:K22395] [EC:1.1.1.195]
105630346  1-Cys peroxiredoxin [KO:K11188] [EC:1.11.1.7 1.11.1.27 3.1.1.-]
105635488  peroxidase 12 [KO:K00430] [EC:1.11.1.7]
105635490  peroxidase 12 [KO:K00430] [EC:1.11.1.7]
105636990  peroxidase 5 [KO:K00430] [EC:1.11.1.7]
105635079  putative Peroxidase 48 [KO:K00430] [EC:1.11.1.7]
105634215  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
105634216  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
105634232  peroxidase 10 [KO:K00430] [EC:1.11.1.7]
105634796  LOW QUALITY PROTEIN: peroxidase [KO:K00430] [EC:1.11.1.7]
105634798  DNA repair protein XRCC4 [KO:K00430] [EC:1.11.1.7]
105636468  peroxidase 16 [KO:K00430] [EC:1.11.1.7]
105635298  peroxidase 64 [KO:K00430] [EC:1.11.1.7]
105628424  probable peroxidase 61 [KO:K00430] [EC:1.11.1.7]
105630508  cationic peroxidase 2 [KO:K00430] [EC:1.11.1.7]
105631036  LOW QUALITY PROTEIN: peroxidase 27 [KO:K00430] [EC:1.11.1.7]
105633850  peroxidase 9 [KO:K00430] [EC:1.11.1.7]
105632488  peroxidase 55 [KO:K00430] [EC:1.11.1.7]
105632699  peroxidase 44 [KO:K00430] [EC:1.11.1.7]
105645388  peroxidase 3 [KO:K00430] [EC:1.11.1.7]
105645409  peroxidase 27 [KO:K00430] [EC:1.11.1.7]
105646556  peroxidase A2 [KO:K00430] [EC:1.11.1.7]
105639349  peroxidase 65 [KO:K00430] [EC:1.11.1.7]
105640809  peroxidase 5 [KO:K00430] [EC:1.11.1.7]
105650950  peroxidase A2 [KO:K00430] [EC:1.11.1.7]
105645860  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
105645862  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
105645863  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
105645864  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
105647025  peroxidase 47 [KO:K00430] [EC:1.11.1.7]
105648136  cationic peroxidase 1 [KO:K00430] [EC:1.11.1.7]
105643684  peroxidase 40 isoform X1 [KO:K00430] [EC:1.11.1.7]
105650075  peroxidase 39 [KO:K00430] [EC:1.11.1.7]
105637428  peroxidase N [KO:K00430] [EC:1.11.1.7]
105642131  peroxidase 63 [KO:K00430] [EC:1.11.1.7]
105645866  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
105647091  peroxidase 64 [KO:K00430] [EC:1.11.1.7]
105649336  peroxidase 42 [KO:K00430] [EC:1.11.1.7]
105649394  peroxidase 27 [KO:K00430] [EC:1.11.1.7]
105643928  peroxidase 7 [KO:K00430] [EC:1.11.1.7]
105648531  peroxidase 66 [KO:K00430] [EC:1.11.1.7]
105631024  LOW QUALITY PROTEIN: peroxidase 27 [KO:K00430] [EC:1.11.1.7]
105649617  peroxidase 19 [KO:K00430] [EC:1.11.1.7]
105639366  peroxidase 25 [KO:K00430] [EC:1.11.1.7]
105640792  peroxidase 11 [KO:K00430] [EC:1.11.1.7]
105640658  peroxidase 4 [KO:K00430] [EC:1.11.1.7]
105629075  peroxidase 7 [KO:K00430] [EC:1.11.1.7]
105642197  peroxidase 21 [KO:K00430] [EC:1.11.1.7]
105648056  cationic peroxidase 1 [KO:K00430] [EC:1.11.1.7]
105648057  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
105648058  cationic peroxidase 1 [KO:K00430] [EC:1.11.1.7]
105648060  cationic peroxidase 1 [KO:K00430] [EC:1.11.1.7]
105649210  peroxidase 4 [KO:K00430] [EC:1.11.1.7]
105649212  peroxidase 4 [KO:K00430] [EC:1.11.1.7]
105642426  peroxidase N1 [KO:K00430] [EC:1.11.1.7]
105645234  peroxidase 20 [KO:K00430] [EC:1.11.1.7]
105641641  peroxidase 17 [KO:K00430] [EC:1.11.1.7]
110008628  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
110008655  peroxidase 10 [KO:K00430] [EC:1.11.1.7]
105634612  LOW QUALITY PROTEIN: peroxidase 72 [KO:K00430] [EC:1.11.1.7]
105634214  LOW QUALITY PROTEIN: lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
105634628  peroxidase 72 [KO:K00430] [EC:1.11.1.7]
105639951  UDP-glycosyltransferase 72E1 [KO:K12356] [EC:2.4.1.111]
105639952  anthocyanidin 3-O-glucosyltransferase 5 isoform X1 [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
jcu00130  Ubiquinone and other terpenoid-quinone biosynthesis
jcu00400  Phenylalanine, tyrosine and tryptophan biosynthesis
jcu00941  Flavonoid biosynthesis
jcu00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
KO pathway
ko00940   
LinkDB

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