KEGG   PATHWAY: sind00940
Entry
sind00940                   Pathway                                
Name
Phenylpropanoid biosynthesis - Sesamum indicum (sesame)
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
sind00940  Phenylpropanoid biosynthesis
sind00940

Module
sind_M00039  Monolignol biosynthesis, phenylalanine/tyrosine => monolignol [PATH:sind00940]
sind_M00137  Flavanone biosynthesis, phenylalanine => naringenin [PATH:sind00940]
Other DBs
GO: 0009699
Organism
Sesamum indicum (sesame) [GN:sind]
Gene
105161317  LOW QUALITY PROTEIN: phenylalanine ammonia-lyase-like [KO:K10775] [EC:4.3.1.24]
105161378  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
105174307  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
105163854  trans-cinnamate 4-monooxygenase-like [KO:K00487] [EC:1.14.14.91]
105170464  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
105170468  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
105170466  trans-cinnamate 4-monooxygenase-like [KO:K00487] [EC:1.14.14.91]
105170465  trans-cinnamate 4-monooxygenase-like [KO:K00487] [EC:1.14.14.91]
105170463  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
110011256  LOW QUALITY PROTEIN: cytochrome P450 CYP73A100-like [KO:K00487] [EC:1.14.14.91]
105158263  LOW QUALITY PROTEIN: 4-coumarate--CoA ligase 1 [KO:K01904] [EC:6.2.1.12]
105155681  4-coumarate--CoA ligase 1 [KO:K01904] [EC:6.2.1.12]
105176269  4-coumarate--CoA ligase-like 9 isoform X1 [KO:K01904] [EC:6.2.1.12]
105165431  4-coumarate--CoA ligase 2 [KO:K01904] [EC:6.2.1.12]
105172728  4-coumarate--CoA ligase-like 6 [KO:K01904] [EC:6.2.1.12]
105177316  4-coumarate--CoA ligase-like 1 isoform X1 [KO:K01904] [EC:6.2.1.12]
105168716  4-coumarate--CoA ligase-like 7 isoform X1 [KO:K01904] [EC:6.2.1.12]
105168813  4-coumarate--CoA ligase-like 7 [KO:K01904] [EC:6.2.1.12]
105166823  4-coumarate--CoA ligase 2 [KO:K01904] [EC:6.2.1.12]
105170261  LOW QUALITY PROTEIN: 4-coumarate--CoA ligase-like 7 [KO:K01904] [EC:6.2.1.12]
105166964  LOW QUALITY PROTEIN: 4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
105168386  4-coumarate--CoA ligase-like 9 isoform X1 [KO:K01904] [EC:6.2.1.12]
105166350  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
105166275  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
105156787  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
105156011  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
105155477  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
105156673  vinorine synthase-like isoform X3 [KO:K13065] [EC:2.3.1.133]
105160994  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
105161635  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
105158300  shikimate O-hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
105165248  shikimate O-hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
105166835  shikimate O-hydroxycinnamoyltransferase-like [KO:K13065] [EC:2.3.1.133]
105177070  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
105170772  agmatine coumaroyltransferase-2 [KO:K13065] [EC:2.3.1.133]
105170885  agmatine hydroxycinnamoyltransferase 1-like [KO:K13065] [EC:2.3.1.133]
105172192  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
105172238  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
105172239  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
105172243  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
105172354  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
105162700  cytochrome P450 98A3 [KO:K09754] [EC:1.14.14.96]
105172202  cytochrome P450 98A2 [KO:K09754] [EC:1.14.14.96]
105157552  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
105163122  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
105174041  caffeoylshikimate esterase-like [KO:K18368] [EC:3.1.1.-]
105176171  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
105156377  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
105169526  caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
105172712  caffeoyl-CoA O-methyltransferase [KO:K00588] [EC:2.1.1.104]
105161821  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
105161996  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
105161820  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
105161833  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
105165128  cinnamoyl-CoA reductase 1-like [KO:K09753] [EC:1.2.1.44]
105158313  cinnamoyl-CoA reductase 1 [KO:K09753] [EC:1.2.1.44]
105158825  aldehyde dehydrogenase family 2 member C4 [KO:K12355] [EC:1.2.1.68]
105162106  aldehyde dehydrogenase family 2 member C4 [KO:K12355] [EC:1.2.1.68]
105171102  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
105172923  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
105179054  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
105155389  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105156074  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105155459  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105160270  caffeic acid 3-O-methyltransferase 2 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105166789  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105166790  caffeic acid 3-O-methyltransferase-like isoform X1 [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105166792  LOW QUALITY PROTEIN: caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105166793  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105155461  caffeic acid 3-O-methyltransferase 2-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105176053  caffeic acid 3-O-methyltransferase 1-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105171204  caffeic acid 3-O-methyltransferase-like [KO:K13066] [EC:2.1.1.68 2.1.1.4]
105169503  cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
105156006  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
105165982  probable cinnamyl alcohol dehydrogenase 6 [KO:K00083] [EC:1.1.1.195]
105179042  probable mannitol dehydrogenase [KO:K00083] [EC:1.1.1.195]
105175932  berberine bridge enzyme-like 15 [KO:K22395] [EC:1.1.1.195]
105167246  berberine bridge enzyme-like 13 [KO:K22395] [EC:1.1.1.195]
105178844  1-Cys peroxiredoxin [KO:K11188] [EC:1.11.1.7 1.11.1.27 3.1.1.-]
105177799  peroxidase 73 precursor [KO:K00430] [EC:1.11.1.7]
105155264  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
105156835  peroxidase 40 [KO:K00430] [EC:1.11.1.7]
105155705  peroxidase 16 [KO:K00430] [EC:1.11.1.7]
105155907  peroxidase 44 [KO:K00430] [EC:1.11.1.7]
105156219  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
105156220  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
105156221  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
105156222  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
105156223  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
105156224  lignin-forming anionic peroxidase [KO:K00430] [EC:1.11.1.7]
105161240  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
105161241  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
105161265  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
105160817  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
105159001  probable peroxidase 61 [KO:K00430] [EC:1.11.1.7]
105161067  putative Peroxidase 48 isoform X2 [KO:K00430] [EC:1.11.1.7]
105159364  peroxidase 64 [KO:K00430] [EC:1.11.1.7]
105162056  peroxidase 64 [KO:K00430] [EC:1.11.1.7]
105162057  peroxidase 64 [KO:K00430] [EC:1.11.1.7]
105159307  peroxidase 9 [KO:K00430] [EC:1.11.1.7]
105162255  peroxidase 11 [KO:K00430] [EC:1.11.1.7]
105160267  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
105164889  peroxidase 46 [KO:K00430] [EC:1.11.1.7]
105165620  peroxidase P7-like isoform X2 [KO:K00430] [EC:1.11.1.7]
105165732  peroxidase N [KO:K00430] [EC:1.11.1.7]
105165752  peroxidase 72 [KO:K00430] [EC:1.11.1.7]
105166002  peroxidase 64 [KO:K00430] [EC:1.11.1.7]
105163909  peroxidase 4 [KO:K00430] [EC:1.11.1.7]
105163910  peroxidase 4 [KO:K00430] [EC:1.11.1.7]
105162609  peroxidase 15-like [KO:K00430] [EC:1.11.1.7]
105162642  peroxidase 3-like [KO:K00430] [EC:1.11.1.7]
105165788  peroxidase 47 [KO:K00430] [EC:1.11.1.7]
105168207  peroxidase 6 [KO:K00430] [EC:1.11.1.7]
105167693  peroxidase 31 [KO:K00430] [EC:1.11.1.7]
105167987  peroxidase 42 [KO:K00430] [EC:1.11.1.7]
105169899  peroxidase 10 [KO:K00430] [EC:1.11.1.7]
105170229  peroxidase 60 [KO:K00430] [EC:1.11.1.7]
105169185  peroxidase 43-like [KO:K00430] [EC:1.11.1.7]
105169211  cationic peroxidase 2-like isoform X1 [KO:K00430] [EC:1.11.1.7]
105175345  peroxidase 42-like [KO:K00430] [EC:1.11.1.7]
105179284  peroxidase 12 [KO:K00430] [EC:1.11.1.7]
105176439  peroxidase 17 [KO:K00430] [EC:1.11.1.7]
105177169  peroxidase 31 [KO:K00430] [EC:1.11.1.7]
105177177  peroxidase 29 [KO:K00430] [EC:1.11.1.7]
105174640  cationic peroxidase 1 [KO:K00430] [EC:1.11.1.7]
105174641  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
105174327  peroxidase 21 [KO:K00430] [EC:1.11.1.7]
105175398  peroxidase 7-like [KO:K00430] [EC:1.11.1.7]
105172805  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
105172589  peroxidase 43-like [KO:K00430] [EC:1.11.1.7]
105171593  peroxidase 24 [KO:K00430] [EC:1.11.1.7]
105177673  peroxidase 10 [KO:K00430] [EC:1.11.1.7]
105176241  peroxidase 51 [KO:K00430] [EC:1.11.1.7]
105179251  peroxidase 66 isoform X1 [KO:K00430] [EC:1.11.1.7]
105179252  peroxidase 66 [KO:K00430] [EC:1.11.1.7]
105172108  probable peroxidase 26 [KO:K00430] [EC:1.11.1.7]
105178883  peroxidase 29 [KO:K00430] [EC:1.11.1.7]
105178505  peroxidase 3 [KO:K00430] [EC:1.11.1.7]
105162172  LOW QUALITY PROTEIN: peroxidase 25-like [KO:K00430] [EC:1.11.1.7]
105161262  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
105161263  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
105175960  peroxidase 7 [KO:K00430] [EC:1.11.1.7]
105163979  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
105175601  peroxidase 19 isoform X1 [KO:K00430] [EC:1.11.1.7]
105178605  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
105178606  peroxidase 27-like [KO:K00430] [EC:1.11.1.7]
110012114  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
105156635  peroxidase 39-like [KO:K00430] [EC:1.11.1.7]
105176179  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
sind00130  Ubiquinone and other terpenoid-quinone biosynthesis
sind00400  Phenylalanine, tyrosine and tryptophan biosynthesis
sind00941  Flavonoid biosynthesis
sind00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
KO pathway
ko00940   
LinkDB

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