KEGG   PATHWAY: bhj00940
Entry
bhj00940                    Pathway                                
Name
Phenylpropanoid biosynthesis - Benincasa hispida (wax gourd)
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
bhj00940  Phenylpropanoid biosynthesis
bhj00940

Module
bhj_M00039  Monolignol biosynthesis, phenylalanine/tyrosine => monolignol [PATH:bhj00940]
bhj_M00137  Flavanone biosynthesis, phenylalanine => naringenin [PATH:bhj00940]
Other DBs
GO: 0009699
Organism
Benincasa hispida (wax gourd) [GN:bhj]
Gene
120071314  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
120072681  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
120072682  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
120072683  phenylalanine ammonia-lyase class 1-like [KO:K10775] [EC:4.3.1.24]
120073092  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
120073093  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
120073360  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
120074265  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
120074610  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
120074945  phenylalanine ammonia-lyase G4-like [KO:K10775] [EC:4.3.1.24]
120088009  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
120079060  cytochrome P450 CYP73A100-like [KO:K00487] [EC:1.14.14.91]
120079601  cytochrome P450 CYP73A100-like [KO:K00487] [EC:1.14.14.91]
120080215  cytochrome P450 CYP73A100-like [KO:K00487] [EC:1.14.14.91]
120083555  trans-cinnamate 4-monooxygenase-like [KO:K00487] [EC:1.14.14.91]
120088389  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
120078524  4-coumarate--CoA ligase-like 6 [KO:K01904] [EC:6.2.1.12]
120090749  4-coumarate--CoA ligase 1-like [KO:K01904] [EC:6.2.1.12]
120080379  4-coumarate--CoA ligase 2-like [KO:K01904] [EC:6.2.1.12]
120091777  4-coumarate--CoA ligase-like 7 isoform X1 [KO:K01904] [EC:6.2.1.12]
120081959  4-coumarate--CoA ligase-like 1 [KO:K01904] [EC:6.2.1.12]
120070821  4-coumarate--CoA ligase 1-like [KO:K01904] [EC:6.2.1.12]
120082987  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
120082988  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
120083754  4-coumarate--CoA ligase-like 7 [KO:K01904] [EC:6.2.1.12]
120085203  4-coumarate--CoA ligase 1-like [KO:K01904] [EC:6.2.1.12]
120085310  4-coumarate--CoA ligase 2-like [KO:K01904] [EC:6.2.1.12]
120088377  4-coumarate--CoA ligase 3 isoform X1 [KO:K01904] [EC:6.2.1.12]
120080196  omega-hydroxypalmitate O-feruloyl transferase [KO:K13065] [EC:2.3.1.133]
120082231  stemmadenine O-acetyltransferase-like [KO:K13065] [EC:2.3.1.133]
120071003  stemmadenine O-acetyltransferase-like [KO:K13065] [EC:2.3.1.133]
120083539  LOW QUALITY PROTEIN: stemmadenine O-acetyltransferase-like [KO:K13065] [EC:2.3.1.133]
120086649  shikimate O-hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
120076424  stemmadenine O-acetyltransferase-like [KO:K13065] [EC:2.3.1.133]
120076478  stemmadenine O-acetyltransferase-like [KO:K13065] [EC:2.3.1.133]
120091747  cytochrome P450 98A2 [KO:K09754] [EC:1.14.14.96]
120067112  LOW QUALITY PROTEIN: caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
120079903  caffeoylshikimate esterase isoform X1 [KO:K18368] [EC:3.1.1.-]
120091171  caffeoylshikimate esterase-like isoform X1 [KO:K18368] [EC:3.1.1.-]
120092517  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
120080859  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
120083215  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
120081254  flavonoid 3',5'-methyltransferase-like [KO:K00588] [EC:2.1.1.104]
120081836  caffeoyl-CoA O-methyltransferase-like isoform X1 [KO:K00588] [EC:2.1.1.104]
120077526  caffeoyl-CoA O-methyltransferase 5 [KO:K00588] [EC:2.1.1.104]
120091358  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
120091417  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
120086819  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
120089690  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
120089691  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
120071508  aldehyde dehydrogenase family 2 member C4 [KO:K12355] [EC:1.2.1.68]
120078529  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
120074482  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
120090274  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
120090551  caffeic acid 3-O-methyltransferase 1-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
120091798  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
120069086  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
120089696  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
120078707  cinnamyl alcohol dehydrogenase 1-like [KO:K00083] [EC:1.1.1.195]
120068591  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
120070015  cinnamyl alcohol dehydrogenase 1-like [KO:K00083] [EC:1.1.1.195]
120087207  probable cinnamyl alcohol dehydrogenase 6 [KO:K00083] [EC:1.1.1.195]
120087808  probable mannitol dehydrogenase [KO:K00083] [EC:1.1.1.195]
120089263  probable mannitol dehydrogenase [KO:K00083] [EC:1.1.1.195]
120082698  berberine bridge enzyme-like 13 [KO:K22395] [EC:1.1.1.195]
120073918  berberine bridge enzyme-like 15 [KO:K22395] [EC:1.1.1.195]
120069609  1-Cys peroxiredoxin [KO:K11188] [EC:1.11.1.7 1.11.1.27 3.1.1.-]
120078459  peroxidase N1-like [KO:K00430] [EC:1.11.1.7]
120078614  putative Peroxidase 48 [KO:K00430] [EC:1.11.1.7]
120078704  peroxidase 39-like [KO:K00430] [EC:1.11.1.7]
120079044  LOW QUALITY PROTEIN: peroxidase 31-like [KO:K00430] [EC:1.11.1.7]
120090461  peroxidase 72-like [KO:K00430] [EC:1.11.1.7]
120067101  peroxidase 66 [KO:K00430] [EC:1.11.1.7]
120091308  peroxidase 21-like [KO:K00430] [EC:1.11.1.7]
120067870  peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
120092078  peroxidase 31-like [KO:K00430] [EC:1.11.1.7]
120068301  peroxidase 24-like [KO:K00430] [EC:1.11.1.7]
120068580  probable peroxidase 61 [KO:K00430] [EC:1.11.1.7]
120081121  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
120092970  peroxidase 40 [KO:K00430] [EC:1.11.1.7]
120069282  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
120069284  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
120081818  peroxidase 11 isoform X1 [KO:K00430] [EC:1.11.1.7]
120082048  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
120070034  peroxidase 20 [KO:K00430] [EC:1.11.1.7]
120070184  peroxidase 17 [KO:K00430] [EC:1.11.1.7]
120082395  peroxidase 19 [KO:K00430] [EC:1.11.1.7]
120082549  peroxidase 60 [KO:K00430] [EC:1.11.1.7]
120083102  peroxidase 42 [KO:K00430] [EC:1.11.1.7]
120071797  peroxidase 41-like [KO:K00430] [EC:1.11.1.7]
120083601  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
120083624  peroxidase 41-like [KO:K00430] [EC:1.11.1.7]
120083832  peroxidase 7 [KO:K00430] [EC:1.11.1.7]
120072007  peroxidase 25-like [KO:K00430] [EC:1.11.1.7]
120072008  peroxidase 25-like [KO:K00430] [EC:1.11.1.7]
120072540  peroxidase 73-like [KO:K00430] [EC:1.11.1.7]
120072717  peroxidase 10 isoform X1 [KO:K00430] [EC:1.11.1.7]
120084544  LOW QUALITY PROTEIN: peroxidase 11-like [KO:K00430] [EC:1.11.1.7]
120084578  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
120084580  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
120072905  peroxidase 72-like [KO:K00430] [EC:1.11.1.7]
120072914  peroxidase 47-like [KO:K00430] [EC:1.11.1.7]
120072928  peroxidase 47-like [KO:K00430] [EC:1.11.1.7]
120085328  peroxidase 18 [KO:K00430] [EC:1.11.1.7]
120085380  peroxidase 45-like [KO:K00430] [EC:1.11.1.7]
120074223  peroxidase 21-like [KO:K00430] [EC:1.11.1.7]
120074266  peroxidase 64-like [KO:K00430] [EC:1.11.1.7]
120087151  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
120087220  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
120087269  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
120087275  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
120087579  peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
120087856  peroxidase 39-like [KO:K00430] [EC:1.11.1.7]
120075944  peroxidase 55-like [KO:K00430] [EC:1.11.1.7]
120076232  peroxidase 11-like [KO:K00430] [EC:1.11.1.7]
120076346  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
120076495  peroxidase 51-like [KO:K00430] [EC:1.11.1.7]
120076527  peroxidase 64-like [KO:K00430] [EC:1.11.1.7]
120088325  peroxidase N [KO:K00430] [EC:1.11.1.7]
120088546  peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
120076697  peroxidase 51-like [KO:K00430] [EC:1.11.1.7]
120077467  peroxidase N1-like isoform X1 [KO:K00430] [EC:1.11.1.7]
120077578  peroxidase 43 [KO:K00430] [EC:1.11.1.7]
120088559  peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
120088602  peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
120088645  peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
120088651  peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
120088665  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
120088670  peroxidase 7-like [KO:K00430] [EC:1.11.1.7]
120088737  peroxidase 10-like [KO:K00430] [EC:1.11.1.7]
120088822  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
120088879  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
120089207  peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
120089289  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
120089309  peroxidase 51-like [KO:K00430] [EC:1.11.1.7]
120078144  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
120078255  peroxidase 56-like [KO:K00430] [EC:1.11.1.7]
120089510  peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
120072307  anthocyanidin 3-O-glucosyltransferase 5-like [KO:K12356] [EC:2.4.1.111]
120074156  UDP-glycosyltransferase 72E1-like [KO:K12356] [EC:2.4.1.111]
120074712  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)
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
bhj00130  Ubiquinone and other terpenoid-quinone biosynthesis
bhj00400  Phenylalanine, tyrosine and tryptophan biosynthesis
bhj00941  Flavonoid biosynthesis
bhj00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
KO pathway
ko00940   
LinkDB

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