Journal Article

Brassinolide and [26, 28-<sup>2</sup>H<sub>6</sub>]Brassinolide Are Differently Demethylated by Loss of C-26 and C-28, Respectively, in<b> </b><i>Marchantia polymorpha</i>

Tae-Wuk Kim, Soo Chul Chang, Jongkil Choo, Tsuyoshi Watanabe, Suguru Takatsuto, Takao Yokota, June Seung Lee, Soon Young Kim and Seong-Ki Kim

in Plant and Cell Physiology

Published on behalf of Japanese Society of Plant Physiologists

Volume 41, issue 10, pages 1171-1174
Published in print October 2000 | ISSN: 0032-0781
Published online October 2000 | e-ISSN: 1471-9053 | DOI:
Brassinolide and [26, 28-2H6]Brassinolide Are Differently Demethylated by Loss of C-26 and C-28, Respectively, in Marchantia polymorpha

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  • Biochemistry
  • Molecular and Cell Biology
  • Plant Sciences and Forestry


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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.

Keywords: Key words: Brassinolide — Liverwort — Marchantia polymorpha — Metabolism of brassinolide — 26-Norbrassinolide — 28-Norbrassinolide.; Abbreviations: BMB, bismethaneboronate; BR, brassinosteroid; EI, electron impact; eV, electron voltage; GC-MS, gas chromatography-mass spectrometry; M+, molecular ion; ODS, octadecylsilane; SIM, selected ion monitoring.

Journal Article.  2446 words.  Illustrated.

Subjects: Biochemistry ; Molecular and Cell Biology ; Plant Sciences and Forestry

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