KEGG   PATHWAY: soe00940
Entry
soe00940                    Pathway                                
Name
Phenylpropanoid biosynthesis - Spinacia oleracea (spinach)
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
soe00940  Phenylpropanoid biosynthesis
soe00940

Module
soe_M00039  Monolignol biosynthesis, phenylalanine/tyrosine => monolignol [PATH:soe00940]
soe_M00137  Flavanone biosynthesis, phenylalanine => naringenin [PATH:soe00940]
Other DBs
GO: 0009699
Organism
Spinacia oleracea (spinach) [GN:soe]
Gene
110796050  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
110797393  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
110783961  cytochrome P450 CYP73A100-like [KO:K00487] [EC:1.14.14.91]
110785690  4-coumarate--CoA ligase-like 1 [KO:K01904] [EC:6.2.1.12]
110792876  probable CoA ligase CCL7 [KO:K01904] [EC:6.2.1.12]
110786106  4-coumarate--CoA ligase 2 [KO:K01904] [EC:6.2.1.12]
110789944  4-coumarate--CoA ligase 1-like [KO:K01904] [EC:6.2.1.12]
110791236  4-coumarate--CoA ligase-like 6 [KO:K01904] [EC:6.2.1.12]
110805019  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
110775950  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
110786280  anthranilate N-benzoyltransferase protein 1-like [KO:K13065] [EC:2.3.1.133]
110797736  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
110803480  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
110782847  anthranilate N-benzoyltransferase protein 2-like [KO:K13065] [EC:2.3.1.133]
110787836  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
110806241  anthranilate N-benzoyltransferase protein 2-like [KO:K13065] [EC:2.3.1.133]
110801780  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
110794219  anthranilate N-benzoyltransferase protein 2-like [KO:K13065] [EC:2.3.1.133]
110783404  acyltransferase GLAUCE [KO:K13065] [EC:2.3.1.133]
110779503  cytochrome P450 98A2-like [KO:K09754] [EC:1.14.14.96]
110778982  cytochrome P450 98A2 [KO:K09754] [EC:1.14.14.96]
110799229  cytochrome P450 98A2-like [KO:K09754] [EC:1.14.14.96]
110774716  caffeoylshikimate esterase isoform X1 [KO:K18368] [EC:3.1.1.-]
110793624  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
110799003  caffeoylshikimate esterase-like isoform X1 [KO:K18368] [EC:3.1.1.-]
110798588  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
110779299  caffeoyl-CoA O-methyltransferase-like [KO:K00588] [EC:2.1.1.104]
110782641  caffeoyl-CoA O-methyltransferase 5 [KO:K00588] [EC:2.1.1.104]
110794362  flavonoid 3',5'-methyltransferase-like [KO:K00588] [EC:2.1.1.104]
110800103  flavonoid 3',5'-methyltransferase-like isoform X1 [KO:K00588] [EC:2.1.1.104]
110800104  flavonoid 3',5'-methyltransferase-like [KO:K00588] [EC:2.1.1.104]
110802224  flavonoid 3',5'-methyltransferase-like [KO:K00588] [EC:2.1.1.104]
110803457  caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
110803466  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
110805090  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
110777586  aldehyde dehydrogenase family 2 member C4-like [KO:K12355] [EC:1.2.1.68]
110778019  aldehyde dehydrogenase family 2 member C4-like [KO:K12355] [EC:1.2.1.68]
110804038  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
110789712  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
110784083  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110785731  cathecol O-methyltransferase 1-like isoform X1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110784177  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110784196  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110797628  flavonoid 3'-O-methyltransferase FOMT-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110785749  cathecol O-methyltransferase 1-like isoform X1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110801392  caffeic acid 3-O-methyltransferase 1-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110778083  cathecol O-methyltransferase 1-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110797580  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110797596  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110780238  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110792128  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
110782766  probable cinnamyl alcohol dehydrogenase 1 isoform X1 [KO:K00083] [EC:1.1.1.195]
110776457  probable cinnamyl alcohol dehydrogenase 6 isoform X1 [KO:K00083] [EC:1.1.1.195]
110796659  probable mannitol dehydrogenase [KO:K00083] [EC:1.1.1.195]
110799309  berberine bridge enzyme-like 13 [KO:K22395] [EC:1.1.1.195]
110801321  berberine bridge enzyme-like 15 [KO:K22395] [EC:1.1.1.195]
110786519  berberine bridge enzyme-like 13 [KO:K22395] [EC:1.1.1.195]
110779424  1-Cys peroxiredoxin [KO:K11188] [EC:1.11.1.7 1.11.1.27 3.1.1.-]
110777722  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
110792441  peroxidase 20 [KO:K00430] [EC:1.11.1.7]
110798478  peroxidase 31-like [KO:K00430] [EC:1.11.1.7]
110785280  peroxidase 12 [KO:K00430] [EC:1.11.1.7]
110785281  peroxidase 12 [KO:K00430] [EC:1.11.1.7]
110785287  peroxidase 12-like [KO:K00430] [EC:1.11.1.7]
110788762  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110793341  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
110793343  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
110793344  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
110793347  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
110793348  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
110800239  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110804146  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
110787344  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
110801469  peroxidase 29 isoform X2 [KO:K00430] [EC:1.11.1.7]
110791958  peroxidase 12-like [KO:K00430] [EC:1.11.1.7]
110793126  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110796664  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110797276  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
110797277  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110797653  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110797658  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110797665  peroxidase 5 [KO:K00430] [EC:1.11.1.7]
110797675  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110783749  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
110783750  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
110783752  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
110783753  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
110782445  peroxidase 66 [KO:K00430] [EC:1.11.1.7]
110785575  peroxidase 60-like [KO:K00430] [EC:1.11.1.7]
110800241  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110800242  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110802627  peroxidase 16-like [KO:K00430] [EC:1.11.1.7]
110793449  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110803591  peroxidase 64-like [KO:K00430] [EC:1.11.1.7]
110790901  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
110790916  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
110790939  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110797962  peroxidase 3 [KO:K00430] [EC:1.11.1.7]
110798333  peroxidase 40 [KO:K00430] [EC:1.11.1.7]
110798898  peroxidase 72 [KO:K00430] [EC:1.11.1.7]
110791652  peroxidase 17-like [KO:K00430] [EC:1.11.1.7]
110795129  peroxidase 16-like [KO:K00430] [EC:1.11.1.7]
110796672  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110797364  peroxidase N-like [KO:K00430] [EC:1.11.1.7]
110797383  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110797385  cationic peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
110792657  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110805574  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
110805575  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
110805576  cationic peroxidase 1-like isoform X1 [KO:K00430] [EC:1.11.1.7]
110805577  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
110805578  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
110805579  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
110783588  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110783589  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110783590  peroxidase 60-like [KO:K00430] [EC:1.11.1.7]
110783593  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110786749  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
110786750  peroxidase P7-like isoform X1 [KO:K00430] [EC:1.11.1.7]
110789073  peroxidase 19 [KO:K00430] [EC:1.11.1.7]
110790207  cationic peroxidase 1-like isoform X1 [KO:K00430] [EC:1.11.1.7]
110792611  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
110792612  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
110792621  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110792623  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
110793313  peroxidase 12-like [KO:K00430] [EC:1.11.1.7]
110790015  peroxidase 18 [KO:K00430] [EC:1.11.1.7]
110790341  peroxidase 51 isoform X1 [KO:K00430] [EC:1.11.1.7]
110798180  LOW QUALITY PROTEIN: peroxidase 21-like [KO:K00430] [EC:1.11.1.7]
110798241  putative Peroxidase 48 [KO:K00430] [EC:1.11.1.7]
110799262  peroxidase 25 [KO:K00430] [EC:1.11.1.7]
110799312  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110802278  probable peroxidase 26 [KO:K00430] [EC:1.11.1.7]
110782806  peroxidase 41-like [KO:K00430] [EC:1.11.1.7]
110775818  peroxidase 47 [KO:K00430] [EC:1.11.1.7]
110776333  peroxidase 72 [KO:K00430] [EC:1.11.1.7]
110776334  peroxidase 72 [KO:K00430] [EC:1.11.1.7]
110776336  peroxidase 72-like [KO:K00430] [EC:1.11.1.7]
110777742  peroxidase 60 [KO:K00430] [EC:1.11.1.7]
110778068  peroxidase 56-like [KO:K00430] [EC:1.11.1.7]
110782286  peroxidase 66-like [KO:K00430] [EC:1.11.1.7]
110775253  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
110778567  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
110778909  peroxidase 12-like [KO:K00430] [EC:1.11.1.7]
110779680  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110779681  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110774903  peroxidase 11 [KO:K00430] [EC:1.11.1.7]
110775794  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110775801  peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
110777071  peroxidase 64-like [KO:K00430] [EC:1.11.1.7]
110777320  peroxidase 42 [KO:K00430] [EC:1.11.1.7]
110777365  peroxidase 29-like isoform X1 [KO:K00430] [EC:1.11.1.7]
110781231  peroxidase 57-like [KO:K00430] [EC:1.11.1.7]
110785109  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110795174  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
110787116  peroxidase 21 [KO:K00430] [EC:1.11.1.7]
110790560  peroxidase 9 [KO:K00430] [EC:1.11.1.7]
110803977  peroxidase 39-like [KO:K00430] [EC:1.11.1.7]
110803978  peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
110789504  peroxidase 60-like [KO:K00430] [EC:1.11.1.7]
110791854  peroxidase 17-like [KO:K00430] [EC:1.11.1.7]
110796277  peroxidase 7 [KO:K00430] [EC:1.11.1.7]
110791880  peroxidase 12-like [KO:K00430] [EC:1.11.1.7]
110792690  anthocyanidin 3-O-glucosyltransferase 5 [KO:K12356] [EC:2.4.1.111]
110775110  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
soe00130  Ubiquinone and other terpenoid-quinone biosynthesis
soe00400  Phenylalanine, tyrosine and tryptophan biosynthesis
soe00941  Flavonoid biosynthesis
soe00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
KO pathway
ko00940   
LinkDB

DBGET integrated database retrieval system