New scheme of the biosynthesis of formononetin involving 2,7,4'-trihydroxyisoflavanone but not daidzein as the methyl acceptor
- PMID: 11129614
- DOI: 10.1271/bbb.64.2276
New scheme of the biosynthesis of formononetin involving 2,7,4'-trihydroxyisoflavanone but not daidzein as the methyl acceptor
Abstract
Glycyrrhiza echinata cell-free extract produced isoformononetin by the 7-O-transmethylation of daidzein from S-adenosyl-L-methionine (SAM). When the yeast microsome expressing 2-hydroxyisoflavanone synthase was mixed with the cell-free extract and incubated with liquiritigenin and SAM, formononetin emerged. Furthermore, the cell-free extract yielded formononetin on incubation with 2,7,4'-trihydroxyisoflavanone and SAM. We propose a novel pathway of formononetin biosynthesis involving 2,7,4'-trihydroxyisoflavanone as the methyl acceptor.
Similar articles
-
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. Plant Cell Physiol. 2003. PMID: 12610212
-
Cloning and functional expression of a cytochrome P450 cDNA encoding 2-hydroxyisoflavanone synthase involved in biosynthesis of the isoflavonoid skeleton in licorice.Plant Physiol. 1999 Nov;121(3):821-8. doi: 10.1104/pp.121.3.821. Plant Physiol. 1999. PMID: 10557230 Free PMC article.
-
Inactivation of pea genes by RNAi supports the involvement of two similar O-methyltransferases in the biosynthesis of (+)-pisatin and of chiral intermediates with a configuration opposite that found in (+)-pisatin.Phytochemistry. 2008 Jan;69(1):76-87. doi: 10.1016/j.phytochem.2007.06.013. Epub 2007 Aug 17. Phytochemistry. 2008. PMID: 17707445
-
Ultraviolet irradiation induces accumulation of isoflavonoids and transcription of genes of enzymes involved in the calycosin-7-O-β-d-glucoside pathway in Astragalus membranaceus Bge. var. mongholicus (Bge.) Hsiao.Physiol Plant. 2011 Jul;142(3):265-73. doi: 10.1111/j.1399-3054.2011.01474.x. Epub 2011 Apr 25. Physiol Plant. 2011. PMID: 21438882
-
CYP81E1, a cytochrome P450 cDNA of licorice (Glycyrrhiza echinata L.), encodes isoflavone 2'-hydroxylase.Biochem Biophys Res Commun. 1998 Oct 9;251(1):67-70. doi: 10.1006/bbrc.1998.9414. Biochem Biophys Res Commun. 1998. PMID: 9790908
Cited by
-
Glycosylation and methylation in the biosynthesis of isoflavonoids in Pueraria lobata.Front Plant Sci. 2023 Dec 15;14:1330586. doi: 10.3389/fpls.2023.1330586. eCollection 2023. Front Plant Sci. 2023. PMID: 38162309 Free PMC article. Review.
-
Evaluation of pathways to the C-glycosyl isoflavone puerarin in roots of kudzu (Pueraria montana lobata).Plant Direct. 2022 Sep 2;6(9):e442. doi: 10.1002/pld3.442. eCollection 2022 Sep. Plant Direct. 2022. PMID: 36091880 Free PMC article.
-
Molecular and biochemical characterization of 2-hydroxyisoflavanone dehydratase. Involvement of carboxylesterase-like proteins in leguminous isoflavone biosynthesis.Plant Physiol. 2005 Mar;137(3):882-91. doi: 10.1104/pp.104.056747. Epub 2005 Feb 25. Plant Physiol. 2005. PMID: 15734910 Free PMC article.
-
Formononetin: A Review of Its Anticancer Potentials and Mechanisms.Front Pharmacol. 2019 Jul 26;10:820. doi: 10.3389/fphar.2019.00820. eCollection 2019. Front Pharmacol. 2019. PMID: 31402861 Free PMC article. Review.
-
Structural basis for dual functionality of isoflavonoid O-methyltransferases in the evolution of plant defense responses.Plant Cell. 2006 Dec;18(12):3656-69. doi: 10.1105/tpc.106.041376. Epub 2006 Dec 15. Plant Cell. 2006. PMID: 17172354 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources
Molecular Biology Databases