title: 2,3-Epoxybrassinosteroids are intermediates in the biosynthesis of castasterone in seedlings of Secale cereale.
abstract: The involvement of the 2,3-epoxybrassinosteroids secasterone and 2,3-diepisecasterone in the biosynthesis of castasterone has been demonstrated in seedlings of Secale cereale by LC-ESI-MS. Deuterated secasterone, upon administration to rye seedlings, was incorporated into castasterone and its 2beta- and 3beta-epimers. Administration of deuterated 2,3-diepisecasterone resulted in castasterone and 2-epicastasterone. A biosynthetic subpathway from typhasterol/teasterone via 2,3-epoxybrassinosteroid intermediates to castasterone is discussed.
authors.affiliation: Max-Planck-Institute for Chemical Ecology, Beutenberg-Campus, Hans-Knöll-Str. 8, D-07745 Jena, Germany.
authors.forename: Andrey
authors.initials: A
authors.lastname: Antonchick
authors.forename: Ales
authors.initials: A
authors.lastname: Svatos
authors.forename: Bernd
authors.initials: B
authors.lastname: Schneider
authors.forename: Olga V
authors.initials: OV
authors.lastname: Konstantinova
authors.forename: Vladimir N
authors.initials: VN
authors.lastname: Zhabinskii
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: Khripach
mesh_terms: D002777:Cholestanols / Q000378:metabolism*; D003903:Deuterium; D006888:Hydroxycholesterols / Q000378:metabolism*; D013058:Mass Spectrometry; D015394:Molecular Structure; D012434:Secale / Q000378:metabolism*; D036226:Seedlings / Q000378:metabolism*
chemical_list: C477918:(22R,23R,24S)-22,23-dihydroxy-2alpha,3alpha-epoxy-24-methyl-5alpha-cholest-6-one; D002777:Cholestanols; D006888:Hydroxycholesterols; C083545:castasterone; D003903:Deuterium