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Biosynthesis of 2,3-epoxybrassinosteroids in seedlings of Secale cereale
Authors:Antonchick Andrey P  Schneider Bernd  Zhabinskii Vladimir N  Konstantinova Olga V  Khripach Vladimir A
Affiliation:Max-Planck-Institute for Chemical Ecology, Beutenberg Campus, Winzerlaer Str. 10, D-07745 Jena, Germany.
Abstract:Two new brassinosteroids, (22R,23R,24S)-22,23-dihydroxy-24-methyl-5alpha-cholest-2-en-6-one (secasterol) and (22R,23R,24S)-22,23-dihydroxy-2alpha,3alpha-epoxy-24-methyl-5alpha-cholest-6-one (2,3-diepisecasterone) have been identified together with a known 2,3-epoxybrassinosteroid, secasterone, in seedlings of Secale cereale. Deuterated secasterol, teasterone, and typhasterol, upon administration to rye seedlings, were incorporated into secasterone and 2,3-diepisecasterone, indicating a biosynthetic route via teasterone/typhasterol to secasterol to 2,3-epoxybrassinosteroids.
Keywords:Secale cereale   Gramineae   Biosynthesis   Brassinosteroids   Deuterium labeling   Epoxides   Secasterol   Secasterone
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