title: Brassinolide and [26, 28-2H6]brassinolide are differently demethylated by loss of C-26 and C-28, respectively, in Marchantia polymorpha.
abstract: Metabolism of brassinolide in Marchantia polymorpha was investigated by use of in vivo suspension cultured cells. GC-MS analysis of metabolites derived from non-labelled brassinolide and [26, 28-2H6] brassinolide revealed that brassinolide was converted to 26-norbrassinolide while [26, 28-2H6]brassinolide to [26-2H3]28-norbrassinolide. It seems that Marchantia cells recognized [26, 28-2H6]brassinolide as a xenobiotic rather than brassinolide and deteriums attached to C-28 significantly affect demethylation reaction due to isotopic effect. Thus, demethylation of brassinolide in planta seems to proceed by loss of C-26 rather than C-28. The present finding is the first evidence for demethylation metabolism of brassinosteroids. The biological activity of 26-norbrassinolide was 10-fold reduced as shown by the rice lamina inclination test. However, because of its high biological activity, it remains difficult to conclude whether or not C-26 demethylation serves as an important deactivation process of brassinolide.
authors.affiliation: Department of Life Science, Chung-Ang University, Seoul, Korea.
authors.forename: T W
authors.initials: TW
authors.lastname: Kim
authors.forename: S C
authors.initials: SC
authors.lastname: Chang
authors.forename: J
authors.initials: J
authors.lastname: Choo
authors.forename: T
authors.initials: T
authors.lastname: Watanabe
authors.forename: S
authors.initials: S
authors.lastname: Takatsuto
authors.forename: T
authors.initials: T
authors.lastname: Yokota
authors.forename: J S
authors.initials: JS
authors.lastname: Lee
authors.forename: S Y
authors.initials: SY
authors.lastname: Kim
authors.forename: S K
authors.initials: SK
authors.lastname: Kim
mesh_terms: D060406:Brassinosteroids; D002777:Cholestanols / Q000378:metabolism*; D003903:Deuterium; D008745:Methylation; D010944:Plants / Q000378:metabolism*; D013260:Steroids, Heterocyclic / Q000378:metabolism*
chemical_list: D060406:Brassinosteroids; D002777:Cholestanols; D013260:Steroids, Heterocyclic; D003903:Deuterium; C023623:brassinolide