KEGG   PATHWAY: pavi00940
Entry
pavi00940                   Pathway                                
Name
Phenylpropanoid biosynthesis - Prunus avium (sweet cherry)
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
pavi00940  Phenylpropanoid biosynthesis
pavi00940

Module
pavi_M00039  Monolignol biosynthesis, phenylalanine/tyrosine => monolignol [PATH:pavi00940]
pavi_M00137  Flavanone biosynthesis, phenylalanine => naringenin [PATH:pavi00940]
Other DBs
GO: 0009699
Organism
Prunus avium (sweet cherry) [GN:pavi]
Gene
110748671  phenylalanine ammonia-lyase 1 [KO:K10775] [EC:4.3.1.24]
110767468  phenylalanine ammonia-lyase 1 [KO:K10775] [EC:4.3.1.24]
110750787  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
110766184  cytochrome P450 CYP73A100-like [KO:K00487] [EC:1.14.14.91]
110758567  4-coumarate--CoA ligase 2-like [KO:K01904] [EC:6.2.1.12]
110766263  4-coumarate--CoA ligase-like 7 [KO:K01904] [EC:6.2.1.12]
110746098  4-coumarate--CoA ligase 1-like [KO:K01904] [EC:6.2.1.12]
110769757  4-coumarate--CoA ligase-like 1 [KO:K01904] [EC:6.2.1.12]
110755459  4-coumarate--CoA ligase-like 7 [KO:K01904] [EC:6.2.1.12]
110749086  4-coumarate--CoA ligase-like 6 [KO:K01904] [EC:6.2.1.12]
110753122  LOW QUALITY PROTEIN: 4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
110753143  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
110753456  4-coumarate--CoA ligase 2-like [KO:K01904] [EC:6.2.1.12]
110745206  4-coumarate--CoA ligase-like 9 isoform X1 [KO:K01904] [EC:6.2.1.12]
110769776  omega-hydroxypalmitate O-feruloyl transferase [KO:K13065] [EC:2.3.1.133]
110772656  vinorine synthase-like isoform X1 [KO:K13065] [EC:2.3.1.133]
110772658  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
110771447  BAHD acyltransferase At5g47980-like [KO:K13065] [EC:2.3.1.133]
110772674  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
110772676  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
110772679  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
110772690  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
110763399  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
110751652  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
110771654  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
110771662  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
110771672  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
110771689  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
110758320  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
110758330  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
110759378  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
110759379  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
110758413  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
110773710  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
110773711  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
110774307  shikimate O-hydroxycinnamoyltransferase-like isoform X1 [KO:K13065] [EC:2.3.1.133]
110774309  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
110774314  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
110744254  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
110745422  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
110763921  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
110746749  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
110771536  cytochrome P450 98A2-like [KO:K09754] [EC:1.14.14.96]
110765625  cytochrome P450 98A2-like isoform X1 [KO:K09754] [EC:1.14.14.96]
110765626  cytochrome P450 98A2-like isoform X1 [KO:K09754] [EC:1.14.14.96]
110765627  cytochrome P450 98A2 [KO:K09754] [EC:1.14.14.96]
110765628  cytochrome P450 98A2-like [KO:K09754] [EC:1.14.14.96]
110749384  caffeoylshikimate esterase-like isoform X1 [KO:K18368] [EC:3.1.1.-]
110756537  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
110762217  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
110764129  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
110768334  caffeoylshikimate esterase isoform X1 [KO:K18368] [EC:3.1.1.-]
110770610  caffeoyl-CoA O-methyltransferase 5 [KO:K00588] [EC:2.1.1.104]
110756050  flavonoid 3',5'-methyltransferase-like isoform X1 [KO:K00588] [EC:2.1.1.104]
110756051  flavonoid 3',5'-methyltransferase-like [KO:K00588] [EC:2.1.1.104]
110750978  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
110751137  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
110763383  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
110763385  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
110768298  aldehyde dehydrogenase family 2 member C4 [KO:K12355] [EC:1.2.1.68]
110750322  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
110746968  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
110772009  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110749562  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110758861  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110754534  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110754543  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110750598  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110764013  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110764014  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110764015  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110764024  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110764012  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110764059  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
110758497  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
110757777  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
110744673  probable cinnamyl alcohol dehydrogenase 9 [KO:K00083] [EC:1.1.1.195]
110755615  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
110758496  cinnamyl alcohol dehydrogenase 1-like isoform X1 [KO:K00083] [EC:1.1.1.195]
110768052  probable cinnamyl alcohol dehydrogenase 6 [KO:K00083] [EC:1.1.1.195]
110769980  cinnamyl alcohol dehydrogenase 1-like [KO:K00083] [EC:1.1.1.195]
110755667  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
110760244  berberine bridge enzyme-like 15 [KO:K22395] [EC:1.1.1.195]
110760242  berberine bridge enzyme-like 15 [KO:K22395] [EC:1.1.1.195]
110751599  1-Cys peroxiredoxin [KO:K11188] [EC:1.11.1.7 1.11.1.27 3.1.1.-]
110773562  peroxidase 72-like [KO:K00430] [EC:1.11.1.7]
110773592  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110773595  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110764357  peroxidase 55 [KO:K00430] [EC:1.11.1.7]
110767564  peroxidase 66 [KO:K00430] [EC:1.11.1.7]
110746264  peroxidase 19-like [KO:K00430] [EC:1.11.1.7]
110748678  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
110753899  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
110753900  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
110756211  probable peroxidase 26 [KO:K00430] [EC:1.11.1.7]
110758325  peroxidase 16-like [KO:K00430] [EC:1.11.1.7]
110763644  peroxidase 7 [KO:K00430] [EC:1.11.1.7]
110766834  peroxidase 41-like [KO:K00430] [EC:1.11.1.7]
110769226  peroxidase 60 [KO:K00430] [EC:1.11.1.7]
110749225  peroxidase 47-like [KO:K00430] [EC:1.11.1.7]
110754467  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
110754476  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
110759949  peroxidase 25 [KO:K00430] [EC:1.11.1.7]
110763107  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
110763122  peroxidase 42 [KO:K00430] [EC:1.11.1.7]
110769794  putative Peroxidase 48 [KO:K00430] [EC:1.11.1.7]
110751053  putative Peroxidase 48 [KO:K00430] [EC:1.11.1.7]
110770605  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110771526  peroxidase 9 [KO:K00430] [EC:1.11.1.7]
110772776  peroxidase 73-like [KO:K00430] [EC:1.11.1.7]
110773358  peroxidase 47-like [KO:K00430] [EC:1.11.1.7]
110758377  peroxidase 64 [KO:K00430] [EC:1.11.1.7]
110761799  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
110746079  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110747222  peroxidase 19-like [KO:K00430] [EC:1.11.1.7]
110765860  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
110765876  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
110766936  peroxidase 41-like [KO:K00430] [EC:1.11.1.7]
110773167  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
110766113  peroxidase 10-like [KO:K00430] [EC:1.11.1.7]
110769565  peroxidase A2-like [KO:K00430] [EC:1.11.1.7]
110765890  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
110751195  peroxidase N1-like [KO:K00430] [EC:1.11.1.7]
110760850  peroxidase 6-like [KO:K00430] [EC:1.11.1.7]
110754958  peroxidase 20 [KO:K00430] [EC:1.11.1.7]
110760308  peroxidase 7-like [KO:K00430] [EC:1.11.1.7]
110762941  peroxidase 10 [KO:K00430] [EC:1.11.1.7]
110762967  peroxidase A2-like [KO:K00430] [EC:1.11.1.7]
110762987  peroxidase N-like [KO:K00430] [EC:1.11.1.7]
110762988  peroxidase 15-like [KO:K00430] [EC:1.11.1.7]
110762989  peroxidase A2-like [KO:K00430] [EC:1.11.1.7]
110747660  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
110747690  peroxidase 17-like [KO:K00430] [EC:1.11.1.7]
110764328  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
110752031  peroxidase 40 [KO:K00430] [EC:1.11.1.7]
110758468  peroxidase 31 [KO:K00430] [EC:1.11.1.7]
110771152  peroxidase 29 [KO:K00430] [EC:1.11.1.7]
110749661  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
110750716  peroxidase 21 [KO:K00430] [EC:1.11.1.7]
110753845  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
110753846  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
110753859  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
110753896  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
110753897  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
110762771  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
110767082  peroxidase 43 isoform X1 [KO:K00430] [EC:1.11.1.7]
110748020  peroxidase 12-like [KO:K00430] [EC:1.11.1.7]
110757754  peroxidase 11 [KO:K00430] [EC:1.11.1.7]
110758761  peroxidase 17-like [KO:K00430] [EC:1.11.1.7]
110774541  peroxidase 16-like [KO:K00430] [EC:1.11.1.7]
110758776  peroxidase 17-like [KO:K00430] [EC:1.11.1.7]
110763001  peroxidase N [KO:K00430] [EC:1.11.1.7]
110763007  peroxidase 15-like [KO:K00430] [EC:1.11.1.7]
110768373  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
110768374  cationic peroxidase 1-like isoform X1 [KO:K00430] [EC:1.11.1.7]
110768408  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
110753004  anthocyanidin 3-O-glucosyltransferase 5-like [KO:K12356] [EC:2.4.1.111]
110750320  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
pavi00130  Ubiquinone and other terpenoid-quinone biosynthesis
pavi00400  Phenylalanine, tyrosine and tryptophan biosynthesis
pavi00941  Flavonoid biosynthesis
pavi00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
KO pathway
ko00940   
LinkDB

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