KEGG   PATHWAY: aip00940
Entry
aip00940                    Pathway                                
Name
Phenylpropanoid biosynthesis - Arachis ipaensis
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
aip00940  Phenylpropanoid biosynthesis
aip00940

Module
aip_M00039  Monolignol biosynthesis, phenylalanine/tyrosine => monolignol [PATH:aip00940]
aip_M00137  Flavanone biosynthesis, phenylalanine => naringenin [PATH:aip00940]
Other DBs
GO: 0009699
Organism
Arachis ipaensis [GN:aip]
Gene
107617800  phenylalanine ammonia-lyase 2 [KO:K10775] [EC:4.3.1.24]
107648626  phenylalanine ammonia-lyase 1 [KO:K10775] [EC:4.3.1.24]
107626489  phenylalanine ammonia-lyase [KO:K10775] [EC:4.3.1.24]
107608851  phenylalanine ammonia-lyase class 3 [KO:K10775] [EC:4.3.1.24]
107616560  cytochrome P450 CYP73A100 [KO:K00487] [EC:1.14.14.91]
107608857  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
107635198  trans-cinnamate 4-monooxygenase [KO:K00487] [EC:1.14.14.91]
107623143  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
107642252  4-coumarate--CoA ligase 2 isoform X1 [KO:K01904] [EC:6.2.1.12]
107642381  4-coumarate--CoA ligase-like 6 [KO:K01904] [EC:6.2.1.12]
107638370  4-coumarate--CoA ligase 1 isoform X1 [KO:K01904] [EC:6.2.1.12]
107616407  4-coumarate--CoA ligase-like 1 [KO:K01904] [EC:6.2.1.12]
107632460  4-coumarate--CoA ligase 2-like [KO:K01904] [EC:6.2.1.12]
107632457  4-coumarate--CoA ligase 2-like [KO:K01904] [EC:6.2.1.12]
107632209  4-coumarate--CoA ligase 2-like isoform X1 [KO:K01904] [EC:6.2.1.12]
107629260  4-coumarate--CoA ligase-like 7 [KO:K01904] [EC:6.2.1.12]
107643184  4-coumarate--CoA ligase 2 [KO:K01904] [EC:6.2.1.12]
107642241  4-coumarate--CoA ligase 2 [KO:K01904] [EC:6.2.1.12]
107613973  4-coumarate--CoA ligase-like 9 [KO:K01904] [EC:6.2.1.12]
107617937  shikimate O-hydroxycinnamoyltransferase [KO:K13065] [EC:2.3.1.133]
107604919  omega-hydroxypalmitate O-feruloyl transferase [KO:K13065] [EC:2.3.1.133]
107627465  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
107627468  vinorine synthase-like [KO:K13065] [EC:2.3.1.133]
107604982  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
107604983  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
107604985  spermidine hydroxycinnamoyl transferase isoform X1 [KO:K13065] [EC:2.3.1.133]
107629379  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
107644361  spermidine hydroxycinnamoyl transferase-like [KO:K13065] [EC:2.3.1.133]
107615711  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
107625594  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
107624281  vinorine synthase [KO:K13065] [EC:2.3.1.133]
107624423  spermidine hydroxycinnamoyl transferase [KO:K13065] [EC:2.3.1.133]
107604697  cytochrome P450 98A2 [KO:K09754] [EC:1.14.14.96]
107645639  caffeoylshikimate esterase isoform X2 [KO:K18368] [EC:3.1.1.-]
107642854  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
107619040  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
107622427  caffeoylshikimate esterase isoform X1 [KO:K18368] [EC:3.1.1.-]
107643848  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
107644303  caffeoylshikimate esterase [KO:K18368] [EC:3.1.1.-]
107623043  caffeoyl-CoA O-methyltransferase isoform X1 [KO:K00588] [EC:2.1.1.104]
107625467  probable caffeoyl-CoA O-methyltransferase At4g26220 [KO:K00588] [EC:2.1.1.104]
107626903  caffeoyl-CoA O-methyltransferase 5 [KO:K00588] [EC:2.1.1.104]
107617022  caffeoyl-CoA O-methyltransferase 5 isoform X1 [KO:K00588] [EC:2.1.1.104]
107642145  probable caffeoyl-CoA O-methyltransferase At4g26220 isoform X1 [KO:K00588] [EC:2.1.1.104]
107617648  cinnamoyl-CoA reductase 1 [KO:K09753] [EC:1.2.1.44]
107618046  cinnamoyl-CoA reductase 2 [KO:K09753] [EC:1.2.1.44]
107644362  aldehyde dehydrogenase family 2 member C4 [KO:K12355] [EC:1.2.1.68]
107630300  aldehyde dehydrogenase family 2 member C4 isoform X1 [KO:K12355] [EC:1.2.1.68]
107630301  aldehyde dehydrogenase family 2 member C4 [KO:K12355] [EC:1.2.1.68]
107644359  aldehyde dehydrogenase family 2 member C4 isoform X1 [KO:K12355] [EC:1.2.1.68]
107644364  aldehyde dehydrogenase family 2 member C4 [KO:K12355] [EC:1.2.1.68]
107634074  cytochrome P450 84A1-like [KO:K09755] [EC:1.14.-.-]
107625271  cytochrome P450 84A1 [KO:K09755] [EC:1.14.-.-]
107642929  cytochrome P450 84A1 [KO:K09755] [EC:1.14.-.-]
107622793  caffeic acid 3-O-methyltransferase [KO:K13066] [EC:2.1.1.68 2.1.1.4]
107618077  probable cinnamyl alcohol dehydrogenase [KO:K00083] [EC:1.1.1.195]
107631050  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
107622841  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
107622842  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
107645326  probable cinnamyl alcohol dehydrogenase 6 [KO:K00083] [EC:1.1.1.195]
107615365  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
107622843  probable cinnamyl alcohol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
107630959  probable mannitol dehydrogenase 1 [KO:K00083] [EC:1.1.1.195]
107631538  berberine bridge enzyme-like 13 [KO:K22395] [EC:1.1.1.195]
107638870  berberine bridge enzyme-like 13 [KO:K22395] [EC:1.1.1.195]
107631539  berberine bridge enzyme-like 26 [KO:K22395] [EC:1.1.1.195]
107636013  berberine bridge enzyme-like 13 [KO:K22395] [EC:1.1.1.195]
107636019  berberine bridge enzyme-like 15 [KO:K22395] [EC:1.1.1.195]
107631482  1-Cys peroxiredoxin [KO:K11188] [EC:1.11.1.7 1.11.1.27 3.1.1.-]
107625470  peroxidase 72 [KO:K00430] [EC:1.11.1.7]
107631180  peroxidase 19 [KO:K00430] [EC:1.11.1.7]
107635998  LOW QUALITY PROTEIN: peroxidase A2-like [KO:K00430] [EC:1.11.1.7]
107639610  cationic peroxidase 1 [KO:K00430] [EC:1.11.1.7]
107639611  cationic peroxidase 1 [KO:K00430] [EC:1.11.1.7]
107631624  cationic peroxidase 2 [KO:K00430] [EC:1.11.1.7]
107634056  lignin-forming anionic peroxidase-like [KO:K00430] [EC:1.11.1.7]
107642547  peroxidase 64 [KO:K00430] [EC:1.11.1.7]
107612158  putative Peroxidase 48 [KO:K00430] [EC:1.11.1.7]
107621978  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
107622035  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
107605448  peroxidase 46 [KO:K00430] [EC:1.11.1.7]
107609062  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
107613819  peroxidase 3 [KO:K00430] [EC:1.11.1.7]
107613841  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
107617520  peroxidase 66 [KO:K00430] [EC:1.11.1.7]
107618757  peroxidase A2 [KO:K00430] [EC:1.11.1.7]
107636011  peroxidase A2 [KO:K00430] [EC:1.11.1.7]
107636020  peroxidase 53-like [KO:K00430] [EC:1.11.1.7]
107636025  peroxidase 53-like [KO:K00430] [EC:1.11.1.7]
107636026  peroxidase 4-like [KO:K00430] [EC:1.11.1.7]
107643321  peroxidase N [KO:K00430] [EC:1.11.1.7]
107641464  peroxidase 47 [KO:K00430] [EC:1.11.1.7]
107605007  peroxidase 55 [KO:K00430] [EC:1.11.1.7]
107605008  peroxidase 55 [KO:K00430] [EC:1.11.1.7]
107612215  peroxidase 7-like [KO:K00430] [EC:1.11.1.7]
107612225  peroxidase 44-like [KO:K00430] [EC:1.11.1.7]
107642635  peroxidase 20 isoform X1 [KO:K00430] [EC:1.11.1.7]
107643769  peroxidase 11 [KO:K00430] [EC:1.11.1.7]
107614838  peroxidase 40 [KO:K00430] [EC:1.11.1.7]
107626501  LOW QUALITY PROTEIN: peroxidase 21 [KO:K00430] [EC:1.11.1.7]
107627797  LOW QUALITY PROTEIN: peroxidase 52-like [KO:K00430] [EC:1.11.1.7]
107625855  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
107637955  cationic peroxidase 1-like isoform X1 [KO:K00430] [EC:1.11.1.7]
107646332  peroxidase 3 [KO:K00430] [EC:1.11.1.7]
107642194  peroxidase 47-like isoform X1 [KO:K00430] [EC:1.11.1.7]
107642242  peroxidase 12 [KO:K00430] [EC:1.11.1.7]
107642716  peroxidase 51 [KO:K00430] [EC:1.11.1.7]
107622786  peroxidase 5 [KO:K00430] [EC:1.11.1.7]
107613420  probable peroxidase 26 [KO:K00430] [EC:1.11.1.7]
107618909  peroxidase 47 [KO:K00430] [EC:1.11.1.7]
107644357  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
107628505  cationic peroxidase 1-like [KO:K00430] [EC:1.11.1.7]
107628506  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
107642912  peroxidase 72 [KO:K00430] [EC:1.11.1.7]
107642793  LOW QUALITY PROTEIN: peroxidase 10-like [KO:K00430] [EC:1.11.1.7]
107609251  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
107645274  peroxidase 9 [KO:K00430] [EC:1.11.1.7]
107623966  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
107623976  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
107605157  peroxidase 45 [KO:K00430] [EC:1.11.1.7]
107616015  peroxidase 65-like [KO:K00430] [EC:1.11.1.7]
107615282  peroxidase 5-like [KO:K00430] [EC:1.11.1.7]
107645327  peroxidase 64 [KO:K00430] [EC:1.11.1.7]
107617315  cationic peroxidase 1 [KO:K00430] [EC:1.11.1.7]
107621084  peroxidase 47-like [KO:K00430] [EC:1.11.1.7]
107645406  peroxidase A2 [KO:K00430] [EC:1.11.1.7]
107604748  peroxidase 44 [KO:K00430] [EC:1.11.1.7]
107608379  peroxidase P7-like [KO:K00430] [EC:1.11.1.7]
107644671  peroxidase 47 [KO:K00430] [EC:1.11.1.7]
107605275  peroxidase 31 [KO:K00430] [EC:1.11.1.7]
107614855  putative Peroxidase 48 [KO:K00430] [EC:1.11.1.7]
107648633  cationic peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
107622386  cationic peroxidase 2 [KO:K00430] [EC:1.11.1.7]
107622387  cationic peroxidase 2 [KO:K00430] [EC:1.11.1.7]
107630432  peroxidase 25 [KO:K00430] [EC:1.11.1.7]
107629953  peroxidase 39 [KO:K00430] [EC:1.11.1.7]
107637663  peroxidase 7-like [KO:K00430] [EC:1.11.1.7]
107638826  peroxidase A2 [KO:K00430] [EC:1.11.1.7]
107638827  peroxidase A2 [KO:K00430] [EC:1.11.1.7]
107638828  peroxidase A2 [KO:K00430] [EC:1.11.1.7]
107638830  peroxidase 15 [KO:K00430] [EC:1.11.1.7]
107638832  peroxidase A2 [KO:K00430] [EC:1.11.1.7]
107608947  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
107610114  cationic peroxidase 1 [KO:K00430] [EC:1.11.1.7]
107637242  peroxidase 42 [KO:K00430] [EC:1.11.1.7]
107623541  peroxidase 17 [KO:K00430] [EC:1.11.1.7]
107623596  peroxidase 43 [KO:K00430] [EC:1.11.1.7]
107642613  peroxidase 16 [KO:K00430] [EC:1.11.1.7]
107643176  peroxidase 4 [KO:K00430] [EC:1.11.1.7]
107643268  peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
107643462  peroxidase P7 [KO:K00430] [EC:1.11.1.7]
107627586  peroxidase 51 [KO:K00430] [EC:1.11.1.7]
107615853  cationic peroxidase 2-like [KO:K00430] [EC:1.11.1.7]
107640362  peroxidase C1C-like [KO:K00430] [EC:1.11.1.7]
107642847  UDP-glycosyltransferase 72E1 [KO:K12356] [EC:2.4.1.111]
107627777  UDP-glycosyltransferase 72D1-like [KO:K12356] [EC:2.4.1.111]
107627778  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
aip00130  Ubiquinone and other terpenoid-quinone biosynthesis
aip00400  Phenylalanine, tyrosine and tryptophan biosynthesis
aip00941  Flavonoid biosynthesis
aip00945  Stilbenoid, diarylheptanoid and gingerol biosynthesis
KO pathway
ko00940   
LinkDB

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