KEGG   PATHWAY: ncol00940
Entry
ncol00940                   Pathway                                
Name
Phenylpropanoid biosynthesis - Nymphaea colorata (blue-petal water lily)
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
ncol00940  Phenylpropanoid biosynthesis
ncol00940

Module
ncol_M00039  Monolignol biosynthesis, phenylalanine/tyrosine => monolignol [PATH:ncol00940]
ncol_M00137  Flavanone biosynthesis, phenylalanine => naringenin [PATH:ncol00940]
Other DBs
GO: 0009699
Organism
Nymphaea colorata (blue-petal water lily) [GN:ncol]
Gene
116263014  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
116252865  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
116265747  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
116267544  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
116260476  phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
116262247  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
116254902  trans-cinnamate 4-monooxygenase-like [KO:K00487] [EC:1.14.14.91]
116267900  cytochrome P450 CYP73A100-like [KO:K00487] [EC:1.14.14.91]
116249613  4-coumarate--CoA ligase 1-like [KO:K01904] [EC:6.2.1.12]
116250614  4-coumarate--CoA ligase 1-like [KO:K01904] [EC:6.2.1.12]
116252471  4-coumarate--CoA ligase 2 [KO:K01904] [EC:6.2.1.12]
116265998  probable CoA ligase CCL7 [KO:K01904] [EC:6.2.1.12]
116266048  probable CoA ligase CCL7 [KO:K01904] [EC:6.2.1.12]
116248608  4-coumarate--CoA ligase-like 1 [KO:K01904] [EC:6.2.1.12]
116249873  agmatine coumaroyltransferase-2-like [KO:K13065] [EC:2.3.1.133]
116249952  agmatine coumaroyltransferase-2-like [KO:K13065] [EC:2.3.1.133]
116250011  agmatine hydroxycinnamoyltransferase 1-like [KO:K13065] [EC:2.3.1.133]
116250605  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
116250606  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
116250607  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
116250608  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
116251074  tryptamine hydroxycinnamoyltransferase 2-like [KO:K13065] [EC:2.3.1.133]
116251083  agmatine hydroxycinnamoyltransferase 1-like [KO:K13065] [EC:2.3.1.133]
116252232  agmatine hydroxycinnamoyltransferase 1-like [KO:K13065] [EC:2.3.1.133]
116252816  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
116263484  tryptamine hydroxycinnamoyltransferase 2-like [KO:K13065] [EC:2.3.1.133]
116263811  tryptamine hydroxycinnamoyltransferase 2-like [KO:K13065] [EC:2.3.1.133]
116263841  tryptamine hydroxycinnamoyltransferase 2-like [KO:K13065] [EC:2.3.1.133]
116264690  tryptamine hydroxycinnamoyltransferase 2-like [KO:K13065] [EC:2.3.1.133]
116265073  tryptamine hydroxycinnamoyltransferase 2-like [KO:K13065] [EC:2.3.1.133]
116265663  agmatine hydroxycinnamoyltransferase 1-like [KO:K13065] [EC:2.3.1.133]
116266444  agmatine coumaroyltransferase-1-like [KO:K13065] [EC:2.3.1.133]
116267058  putrescine hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
116245808  LOW QUALITY PROTEIN: tryptamine hydroxycinnamoyltransferase 1-like [KO:K13065] [EC:2.3.1.133]
116245866  tryptamine hydroxycinnamoyltransferase 1-like [KO:K13065] [EC:2.3.1.133]
116246130  putrescine hydroxycinnamoyltransferase 3-like [KO:K13065] [EC:2.3.1.133]
116246131  agmatine hydroxycinnamoyltransferase 1-like [KO:K13065] [EC:2.3.1.133]
116246142  tryptamine hydroxycinnamoyltransferase 2-like [KO:K13065] [EC:2.3.1.133]
116260036  agmatine hydroxycinnamoyltransferase 1-like [KO:K13065] [EC:2.3.1.133]
116245980  p-coumarate 3-hydroxylase [KO:K09754] [EC:1.14.14.96]
116261832  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
116254545  caffeoylshikimate esterase-like isoform X1 [KO:K18368] [EC:3.1.1.-]
116254566  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
116254567  caffeoylshikimate esterase-like isoform X2 [KO:K18368] [EC:3.1.1.-]
116254748  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
116255574  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
116256179  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
116257480  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
116251514  caffeoyl-CoA O-methyltransferase-like [KO:K00588] [EC:2.1.1.104]
116252128  caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
116247432  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
116258371  caffeoyl-CoA O-methyltransferase 5 isoform X1 [KO:K00588] [EC:2.1.1.104]
116248928  flavonoid 3',5'-methyltransferase-like isoform X1 [KO:K00588] [EC:2.1.1.104]
116250086  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
116253047  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
116262734  aldehyde dehydrogenase family 2 member C4-like [KO:K12355] [EC:1.2.1.68]
116256240  aldehyde dehydrogenase family 2 member C4-like [KO:K12355] [EC:1.2.1.68]
116256525  aldehyde dehydrogenase family 2 member C4-like [KO:K12355] [EC:1.2.1.68]
116252628  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
116248857  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
116260880  caffeic acid 3-O-methyltransferase-like isoform X2 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
116262254  caffeic acid 3-O-methyltransferase 1-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
116262255  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
116252484  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
116263147  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
116253190  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
116253193  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
116253194  caffeic acid 3-O-methyltransferase 1-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
116260906  probable cinnamyl alcohol dehydrogenase [KO:K00083] [EC:1.1.1.195]
116263176  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
116264406  probable mannitol dehydrogenase isoform X1 [KO:K00083] [EC:1.1.1.195]
116264825  probable mannitol dehydrogenase [KO:K00083] [EC:1.1.1.195]
116263208  1-Cys peroxiredoxin [KO:K11188] [EC:1.11.1.7 1.11.1.27 3.1.1.-]
116249618  peroxidase 51-like [KO:K00430] [EC:1.11.1.7]
116249622  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116260651  uncharacterized protein LOC116260651 [KO:K00430] [EC:1.11.1.7]
116260653  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
116260938  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116261029  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
116261030  peroxidase 7-like [KO:K00430] [EC:1.11.1.7]
116250553  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116250749  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116250771  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116261671  peroxidase N-like [KO:K00430] [EC:1.11.1.7]
116261771  peroxidase 17 [KO:K00430] [EC:1.11.1.7]
116261863  peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
116250902  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116251044  peroxidase 18 [KO:K00430] [EC:1.11.1.7]
116251185  peroxidase 11 [KO:K00430] [EC:1.11.1.7]
116261992  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116262130  peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
116262131  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116262414  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
116262500  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
116251616  peroxidase 50-like [KO:K00430] [EC:1.11.1.7]
116251622  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116251645  peroxidase 31 isoform X1 [KO:K00430] [EC:1.11.1.7]
116252206  peroxidase 20 [KO:K00430] [EC:1.11.1.7]
116252210  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116252246  peroxidase P7-like isoform X1 [KO:K00430] [EC:1.11.1.7]
116262581  peroxidase 5-like isoform X1 [KO:K00430] [EC:1.11.1.7]
116262582  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116262602  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116262761  peroxidase P7-like isoform X3 [KO:K00430] [EC:1.11.1.7]
116262797  peroxidase 24-like [KO:K00430] [EC:1.11.1.7]
116262871  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116262902  peroxidase 5-like isoform X1 [KO:K00430] [EC:1.11.1.7]
116262943  peroxidase 5-like isoform X1 [KO:K00430] [EC:1.11.1.7]
116262951  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116262994  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116263004  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116263006  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116263036  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
116263058  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116263066  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116263078  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116263083  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116263130  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116252723  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116263275  peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
116263288  peroxidase 70-like [KO:K00430] [EC:1.11.1.7]
116263712  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116263804  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
116254030  cationic peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
116264916  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
116265373  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
116255090  cationic peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
116255796  peroxidase 70-like [KO:K00430] [EC:1.11.1.7]
116255801  peroxidase 70-like [KO:K00430] [EC:1.11.1.7]
116266601  peroxidase 43 [KO:K00430] [EC:1.11.1.7]
116266708  cationic peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
116266914  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
116266927  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
116267021  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
116267125  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
116267173  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
116245737  peroxidase 43-like [KO:K00430] [EC:1.11.1.7]
116257080  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116257090  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116246292  peroxidase 19-like [KO:K00430] [EC:1.11.1.7]
116246339  peroxidase 42 [KO:K00430] [EC:1.11.1.7]
116257101  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116257799  peroxidase 29-like [KO:K00430] [EC:1.11.1.7]
116268237  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
116247046  peroxidase 73-like [KO:K00430] [EC:1.11.1.7]
116247271  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
116247354  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
116247355  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
116258047  putative Peroxidase 48 [KO:K00430] [EC:1.11.1.7]
116258982  peroxidase 31-like [KO:K00430] [EC:1.11.1.7]
116259005  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116259006  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116259049  peroxidase A2-like [KO:K00430] [EC:1.11.1.7]
116259169  peroxidase 11-like [KO:K00430] [EC:1.11.1.7]
116248177  peroxidase 9-like [KO:K00430] [EC:1.11.1.7]
116248300  peroxidase 64 [KO:K00430] [EC:1.11.1.7]
116248394  peroxidase 66-like [KO:K00430] [EC:1.11.1.7]
116248450  peroxidase 21-like [KO:K00430] [EC:1.11.1.7]
116248564  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
116248665  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116259719  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116259720  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116259721  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116248830  peroxidase 21-like [KO:K00430] [EC:1.11.1.7]
116248842  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
116248844  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116248991  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
116249307  peroxidase 72-like [KO:K00430] [EC:1.11.1.7]
116260381  peroxidase 19-like isoform X1 [KO:K00430] [EC:1.11.1.7]
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
ncol00130  Ubiquinone and other terpenoid-quinone biosynthesis
ncol00400  Phenylalanine, tyrosine and tryptophan biosynthesis
ncol00941  Flavonoid biosynthesis
ncol00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
KO pathway
ko00940   
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