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Glyceollin I


Glyceollin I is a glyceollin, a type of prenylated pterocarpan It is a phytoalexin found in the soybean

Glyceollin synthase is an enzyme responsible for the production of glyceollin The five substrates of this enzyme are 2-dimethylallyl-6aS,11aS-3,6a,9-trihydroxypterocarpan, 4-dimethylallyl-6aS,11aS-3,6a,9-trihydroxypterocarpan, NADPH, H+, and O2, whereas its three products are glyceollin, NADP+, and H2O

In in vitro studies, this molecule has been shown to exhibit antiestrogenic properties

References

  1. ^ Zimmermann, M C; Tilghman, S L; Boué, S M; Salvo, V A; Elliott, S; Williams, K Y; Skripnikova, E V; Ashe, H; Payton-Stewart, F; Vanhoy-Rhodes, L; Fonseca, J P; Corbitt, C; Collins-Burow, B M; Howell, M H; Lacey, M; Shih, B Y; Carter-Wientjes, C; Cleveland, T E; McLachlan, J A; Wiese, T E; Beckman, B S; Burow, M E 2009 "Glyceollin I, a Novel Antiestrogenic Phytoalexin Isolated from Activated Soy" Journal of Pharmacology and Experimental Therapeutics 332 1: 35–45 doi:101124/jpet109160382 PMC 2802480  PMID 19797619 
  2. ^ Welle, R; Grisebach, H 1988 "Induction of phytoalexin synthesis in soybean: Enzymatic cyclization of prenylated pterocarpans to glyceollin isomers" Archives of Biochemistry and Biophysics 263 1: 191–198 doi:101016/0003-98618890627-3 PMID 3369863 
  3. ^ Payton-Stewart, F; Khupse, R S; Boué, S M; Elliott, S; Zimmermann, M C; Skripnikova, E V; Ashe, H; Tilghman, S L; Beckman, B S; Cleveland, T E; McLachlan, J A; Bhatnagar, D; Wiese, T E; Erhardt, P; Burow, M E 2010 "Glyceollin I enantiomers distinctly regulate ER-mediated gene expression" Steroids 75 12: 870–878 doi:101016/jsteroids201005007 PMID 20493896 




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