4.7 Article

2,3-Epoxybrassinosteroids are intermediates in the biosynthesis of castasterone in seedlings of Secale cereale

Journal

PHYTOCHEMISTRY
Volume 66, Issue 1, Pages 65-72

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.phytochem.2004.11.008

Keywords

Secale cereale; gramineae; biosynthesis; brassinosteroids; castasterone; deuterium labelling; epoxides; epoxysteroids; secasterone; steroids

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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. (C) 2004 Elsevier Ltd. All rights reserved.

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