Pathways Knowlegdes
Necessitatibus eius consequatur ex aliquid fuga eum quidem sint consectetur velit
| Pathway | DOIs | Note |
|---|---|---|
| (+)-pisatin biosynthesis Accession ID: BioCyc:META_PWY-2467 |
|
Celoy RM, VanEtten HD. (+)-Pisatin biosynthesis: from (-) enantiomeric intermediates via an achiral 7,2'-dihydroxy-4',5'-methylenedioxyisoflav-3-ene. Phytochemistry. 2014 Feb;98():120–7. doi: 10.1016/j.phytochem.2013.10.017. PMID: 24332213.; Akashi T, VanEtten HD, Sawada Y, Wasmann CC, Uchiyama H, Ayabe S. Catalytic specificity of pea O-methyltransferases suggests gene duplication for (+)-pisatin biosynthesis. Phytochemistry. 2006 Dec;67(23):2525–30. doi: 10.1016/j.phytochem.2006.09.010. PMID: 17067644.; Liu CJ, Deavours BE, Richard SB, Ferrer JL, Blount JW, Huhman D, Dixon RA, Noel JP. Structural basis for dual functionality of isoflavonoid O-methyltransferases in the evolution of plant defense responses. Plant Cell. 2006 Dec;18(12):3656–69. PMID: 17172354; PMCID: PMC1785397.; DiCenzo GL, VanEtten HD. Studies on the late steps of (+) pisatin biosynthesis: evidence for (-) enantiomeric intermediates. Phytochemistry. 2006 Apr;67(7):675–83. doi: 10.1016/j.phytochem.2005.12.027. PMID: 16504226.; Wu Q, Preisig CL, VanEtten HD. Isolation of the cDNAs encoding (+)6a-hydroxymaackiain 3-O-methyltransferase, the terminal step for the synthesis of the phytoalexin pisatin in Pisum sativum. Plant Mol Biol. 1997 Nov;35(5):551–60. doi: 10.1023/a:1005836508844. PMID: 9349277.; Paiva NL, Sun YJ, Dixon RA, Vanetten HD, Hrazdina G. Molecular Cloning of Isoflavone Reductase from Pea (Pisum sativum L): Evidence for a 3R-Isoflavanone Intermediate in (+)-Pisatin Biosynthesis. Archives of Biochemistry and Biophysics. 1994 Aug;312(2):501–10. doi: 10.1006/abbi.1994.1338.; Preisig CL, Matthews DE, VanEtten HD. Purification and Characterization of S-Adenosyl-l-methionine:6a-Hydroxymaackiain 3-O-Methyltransferase from Pisum sativum. Plant Physiol. 1989 Oct 01;91(2):559–66. doi: 10.1104/pp.91.2.559.; Kochs G, Grisebach H. Phytoalexin synthesis in soybean: Purification and reconstitution of cytochrome P450 3,9-dihydroxypterocarpan 6a-hydroxylase and separation from cytochrome P450 cinnamate 4-hydroxylase. Archives of Biochemistry and Biophysics. 1989 Sep;273(2):543–53. doi: 10.1016/0003-9861(89)90514-6.; HAGMANN M, HELLER W, GRISEBACH H. Induction of phytoalexin synthesis in soybean. Stereospecific 3,9-dihydroxypterocarpan 6a-hydroxylase from elicitor-induced soybean cell cultures. European Journal of Biochemistry. 1984 Jul;142(1):127–31. doi: 10.1111/j.1432-1033.1984.tb08259.x. |
| superpathway of pterocarpan biosynthesis (via formononetin) Accession ID: BioCyc:META_PWY-2229 |
|
Celoy RM, VanEtten HD. (+)-Pisatin biosynthesis: from (-) enantiomeric intermediates via an achiral 7,2'-dihydroxy-4',5'-methylenedioxyisoflav-3-ene. Phytochemistry. 2014 Feb;98():120–7. doi: 10.1016/j.phytochem.2013.10.017. PMID: 24332213.; Liu CJ, Deavours BE, Richard SB, Ferrer JL, Blount JW, Huhman D, Dixon RA, Noel JP. Structural basis for dual functionality of isoflavonoid O-methyltransferases in the evolution of plant defense responses. Plant Cell. 2006 Dec;18(12):3656–69. PMID: 17172354; PMCID: PMC1785397.; Akashi T, VanEtten HD, Sawada Y, Wasmann CC, Uchiyama H, Ayabe S. Catalytic specificity of pea O-methyltransferases suggests gene duplication for (+)-pisatin biosynthesis. Phytochemistry. 2006 Dec;67(23):2525–30. doi: 10.1016/j.phytochem.2006.09.010. PMID: 17067644.; DiCenzo GL, VanEtten HD. Studies on the late steps of (+) pisatin biosynthesis: evidence for (-) enantiomeric intermediates. Phytochemistry. 2006 Apr;67(7):675–83. doi: 10.1016/j.phytochem.2005.12.027. PMID: 16504226.; Akashi T, Sawada Y, Shimada N, Sakurai N, Aoki T, Ayabe S. cDNA cloning and biochemical characterization of S-adenosyl-L-methionine: 2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase, a critical enzyme of the legume isoflavonoid phytoalexin pathway. Plant Cell Physiol. 2003 Feb;44(2):103–12. doi: 10.1093/pcp/pcg034. PMID: 12610212.; Wu Q, Preisig CL, VanEtten HD. Isolation of the cDNAs encoding (+)6a-hydroxymaackiain 3-O-methyltransferase, the terminal step for the synthesis of the phytoalexin pisatin in Pisum sativum. Plant Mol Biol. 1997 Nov;35(5):551–60. doi: 10.1023/a:1005836508844. PMID: 9349277.; Guo L, Paiva NL. Molecular cloning and expression of alfalfa (Medicago sativa L.) vestitone reductase, the penultimate enzyme in medicarpin biosynthesis. Archives of Biochemistry and Biophysics. 1995 Jul;320(2):353–60. doi: 10.1016/0003-9861(95)90019-5.; Guo L, Dixon RA, Paiva NL. The 'pterocarpan synthase' of alfalfa: association and co-induction of vestitone reductase and 7,2'-dihydroxy-4'-methoxy-isoflavanol (DMI) dehydratase, the two final enzymes in medicarpin biosynthesis. FEBS Lett. 1994 Dec 19;356(2-3):221–5. doi: 10.1016/0014-5793(94)01267-9. PMID: 7805842.; Guo L, Dixon RA, Paiva NL. Conversion of vestitone to medicarpin in alfalfa (Medicago sativa L.) is catalyzed by two independent enzymes. Identification, purification, and characterization of vestitone reductase and 7,2‘-dihydroxy-4‘-methoxyisoflavanol dehydratase. Journal of Biological Chemistry. 1994 Sep;269(35):22372–8. doi: 10.1016/s0021-9258(17)31799-4.; Preisig CL, Matthews DE, VanEtten HD. Purification and Characterization of S-Adenosyl-l-methionine:6a-Hydroxymaackiain 3-O-Methyltransferase from Pisum sativum. Plant Physiol. 1989 Oct 01;91(2):559–66. doi: 10.1104/pp.91.2.559.; WENGENMAYER H, EBEL J, GRISEBACH H. Purification and Properties of a S-Adenosylmethionine: Isoflavone 4'-O-Methyltransferase from Cell Suspension Cultures of Cicer arietinum L. European Journal of Biochemistry. 1974 Dec;50(1):135–43. doi: 10.1111/j.1432-1033.1974.tb03881.x. |
| pterocarpan phytoalexins modification (maackiain, medicarpin, pisatin, phaseollin) Accession ID: BioCyc:META_PWY-7615 |
|
Coleman JJ, Wasmann CC, Usami T, White GJ, Temporini ED, McCluskey K, VanEtten HD. Characterization of the gene encoding pisatin demethylase (FoPDA1) in Fusarium oxysporum. Mol Plant Microbe Interact. 2011 Dec;24(12):1482–91. doi: 10.1094/mpmi-05-11-0119. PMID: 22066900.; Mundodi SR, Watson BS, Lopez-Meyer M, Paiva NL. Functional expression and subcellular localization of the Nectria haematococca Mak1 phytoalexin detoxification enzyme in transgenic tobacco. Plant Mol Biol. 2001 Jul;46(4):421–32. doi: 10.1023/a:1010618606776. PMID: 11485199.; George HL, Hirschi KD, VanEtten HD. Biochemical properties of the products of cytochrome P450 genes ( PDA ) encoding pisatin demethylase activity in Nectria haematococca. Archives of Microbiology. 1998 Aug 03;170(3):147–54. doi: 10.1007/s002030050627.; Covert SF, Enkerli J, Miao VPW, VanEtten HD. A gene for maackiain detoxification from a dispensable chromosome ofNectria haematococca. Molecular Genetics and Genomics. 1996 Jun;251(4):397–406. doi: 10.1007/bf02172367.; Guo L, Dixon RA, Paiva NL. Conversion of vestitone to medicarpin in alfalfa (Medicago sativa L.) is catalyzed by two independent enzymes. Identification, purification, and characterization of vestitone reductase and 7,2‘-dihydroxy-4‘-methoxyisoflavanol dehydratase. Journal of Biological Chemistry. 1994 Sep;269(35):22372–8. doi: 10.1016/s0021-9258(17)31799-4.; Reimmann C, VanEtten HD. Cloning and characterization of the PDA6-1 gene encoding a fungal cytochrome P-450 which detoxifies the phytoalexin pisatin from garden pea. Gene. 1994 Sep 02;146(2):221–6. doi: 10.1016/0378-1119(94)90296-8. PMID: 8076822.; Maloney AP, VanEtten HD. A gene from the fungal plant pathogen Nectria haematococca that encodes the phytoalexin-detoxifying enzyme pisatin demethylase defines a new cytochrome P450 family. Molecular Genetics and Genomics. 1994 Sep;243(5):506–14. doi: 10.1007/bf00284198.; Turbek CS, Smith DA, Schardl CL. An extracellular enzyme from Fusarium solani f. sp. phaseoli which catalyses hydration of the isoflavonoid phytoalexin, phaseollidin. FEMS Microbiol Lett. 1992 Jul 01;73(1-2):187–90. doi: 10.1016/0378-1097(92)90606-o. PMID: 1521768.; Miao VPW, Vanetten HD. Three Genes for Metabolism of the Phytoalexin Maackiain in the Plant Pathogen Nectria haematococca : Meiotic Instability and Relationship to a New Gene for Pisatin Demethylase. Appl Environ Microbiol. 1992 Mar;58(3):801–8. doi: 10.1128/aem.58.3.801-808.1992.; Miao VPW, Vanetten HD. Genetic Analysis of the Role of Phytoalexin Detoxification in Virulence of the Fungus Nectria haematococca on Chickpea ( Cicer arietinum ). Appl Environ Microbiol. 1992 Mar;58(3):809–14. doi: 10.1128/aem.58.3.809-814.1992.; Vanetten HD, Matthews DE, Matthews PS. Phytoalexin detoxification: importance for pathogenicity and practical implications. Annu Rev Phytopathol. 1989;27():143–64. doi: 10.1146/annurev.py.27.090189.001043. PMID: 20214490.; Weltring KM, Turgeon BG, Yoder OC, VanEtten HD. Isolation of a phytoalexin-detoxification gene from the plant pathogenic fungus Nectria haematococca by detecting its expression in Aspergillus nidulans. Gene. 1988 Sep 07;68(2):335–44. doi: 10.1016/0378-1119(88)90036-4. PMID: 3065148. |
| (+)-pisatin biosynthesis Accession ID: PlantCyc:SOY_PWY-2467 |
|
Akashi T, VanEtten HD, Sawada Y, Wasmann CC, Uchiyama H, Ayabe S. Catalytic specificity of pea O-methyltransferases suggests gene duplication for (+)-pisatin biosynthesis. Phytochemistry. 2006 Dec;67(23):2525–30. doi: 10.1016/j.phytochem.2006.09.010. PMID: 17067644.; Liu CJ, Deavours BE, Richard SB, Ferrer JL, Blount JW, Huhman D, Dixon RA, Noel JP. Structural basis for dual functionality of isoflavonoid O-methyltransferases in the evolution of plant defense responses. Plant Cell. 2006 Dec;18(12):3656–69. PMID: 17172354; PMCID: PMC1785397.; Wu Q, Preisig CL, VanEtten HD. Isolation of the cDNAs encoding (+)6a-hydroxymaackiain 3-O-methyltransferase, the terminal step for the synthesis of the phytoalexin pisatin in Pisum sativum. Plant Mol Biol. 1997 Nov;35(5):551–60. doi: 10.1023/a:1005836508844. PMID: 9349277.; Preisig CL, Matthews DE, VanEtten HD. Purification and Characterization of S-Adenosyl-l-methionine:6a-Hydroxymaackiain 3-O-Methyltransferase from Pisum sativum. Plant Physiol. 1989 Oct 01;91(2):559–66. doi: 10.1104/pp.91.2.559. |
| superpathway of pterocarpan biosynthesis (via formononetin) Accession ID: PlantCyc:LJAPONICUS_PWY-2229 |
|
Celoy RM, VanEtten HD. (+)-Pisatin biosynthesis: from (-) enantiomeric intermediates via an achiral 7,2'-dihydroxy-4',5'-methylenedioxyisoflav-3-ene. Phytochemistry. 2014 Feb;98():120–7. doi: 10.1016/j.phytochem.2013.10.017. PMID: 24332213.; Liu CJ, Deavours BE, Richard SB, Ferrer JL, Blount JW, Huhman D, Dixon RA, Noel JP. Structural basis for dual functionality of isoflavonoid O-methyltransferases in the evolution of plant defense responses. Plant Cell. 2006 Dec;18(12):3656–69. PMID: 17172354; PMCID: PMC1785397.; Akashi T, VanEtten HD, Sawada Y, Wasmann CC, Uchiyama H, Ayabe S. Catalytic specificity of pea O-methyltransferases suggests gene duplication for (+)-pisatin biosynthesis. Phytochemistry. 2006 Dec;67(23):2525–30. doi: 10.1016/j.phytochem.2006.09.010. PMID: 17067644.; DiCenzo GL, VanEtten HD. Studies on the late steps of (+) pisatin biosynthesis: evidence for (-) enantiomeric intermediates. Phytochemistry. 2006 Apr;67(7):675–83. doi: 10.1016/j.phytochem.2005.12.027. PMID: 16504226.; Akashi T, Sawada Y, Shimada N, Sakurai N, Aoki T, Ayabe S. cDNA cloning and biochemical characterization of S-adenosyl-L-methionine: 2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase, a critical enzyme of the legume isoflavonoid phytoalexin pathway. Plant Cell Physiol. 2003 Feb;44(2):103–12. doi: 10.1093/pcp/pcg034. PMID: 12610212.; Wu Q, Preisig CL, VanEtten HD. Isolation of the cDNAs encoding (+)6a-hydroxymaackiain 3-O-methyltransferase, the terminal step for the synthesis of the phytoalexin pisatin in Pisum sativum. Plant Mol Biol. 1997 Nov;35(5):551–60. doi: 10.1023/a:1005836508844. PMID: 9349277.; Guo L, Paiva NL. Molecular cloning and expression of alfalfa (Medicago sativa L.) vestitone reductase, the penultimate enzyme in medicarpin biosynthesis. Archives of Biochemistry and Biophysics. 1995 Jul;320(2):353–60. doi: 10.1016/0003-9861(95)90019-5.; Guo L, Dixon RA, Paiva NL. The 'pterocarpan synthase' of alfalfa: association and co-induction of vestitone reductase and 7,2'-dihydroxy-4'-methoxy-isoflavanol (DMI) dehydratase, the two final enzymes in medicarpin biosynthesis. FEBS Lett. 1994 Dec 19;356(2-3):221–5. doi: 10.1016/0014-5793(94)01267-9. PMID: 7805842.; Guo L, Dixon RA, Paiva NL. Conversion of vestitone to medicarpin in alfalfa (Medicago sativa L.) is catalyzed by two independent enzymes. Identification, purification, and characterization of vestitone reductase and 7,2‘-dihydroxy-4‘-methoxyisoflavanol dehydratase. Journal of Biological Chemistry. 1994 Sep;269(35):22372–8. doi: 10.1016/s0021-9258(17)31799-4.; Preisig CL, Matthews DE, VanEtten HD. Purification and Characterization of S-Adenosyl-l-methionine:6a-Hydroxymaackiain 3-O-Methyltransferase from Pisum sativum. Plant Physiol. 1989 Oct 01;91(2):559–66. doi: 10.1104/pp.91.2.559. |