2,3-Epoxybrassinosteroids are intermediates in the biosynthesis of castasterone in seedlings of Secale cereale.
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.
Antonchick
Andrey
A
Max-Planck-Institute for Chemical Ecology, Beutenberg-Campus, Hans-Knöll-Str. 8, D-07745 Jena, Germany.
Svatos
Ales
A
Schneider
Bernd
B
Konstantinova
Olga V
OV
Zhabinskii
Vladimir N
VN
Khripach
Vladimir A
VA
D002777:Cholestanols / Q000378:metabolism*; D003903:Deuterium; D006888:Hydroxycholesterols / Q000378:metabolism*; D013058:Mass Spectrometry; D015394:Molecular Structure; D012434:Secale / Q000378:metabolism*; D036226:Seedlings / Q000378:metabolism*
C477918:(22R,23R,24S)-22,23-dihydroxy-2alpha,3alpha-epoxy-24-methyl-5alpha-cholest-6-one; D002777:Cholestanols; D006888:Hydroxycholesterols; C083545:castasterone; D003903:Deuterium