Ethylene Receptor Antagonists: Strained Alkenes Are Necessary but Not Sufficient

Michael C. Pirrung, Anthony B. Bleecker, Yoshihisa Inoue, Fernando I. Rodríguez, Norimitsu Sugawara, Takehiko Wada, Yunfan Zou, Brad M. Binder

研究成果: Article査読

36 被引用数 (Scopus)

抄録

Plants use ethylene as a hormone to control many physiological processes. Ethylene perception involves its binding to an unusual copper-containing, membrane-bound receptor. Inhibitors of ethylene action are valuable to study signaling and may have practical use in horticulture. Past investigation of alkene ligands for this receptor has identified strain as the key factor in antagonism of ethylene binding and action, consistent with known trends in metal-alkene complex stability. However, in this work, this principle could not be extended to other alkenes, prompting development of the proposal that a ring-opening reaction accounts for the unusual potency of cyclopropene ethylene antagonists. Another factor augmenting the affinity of alkenes for the copper binding site is pyramidalization, as in trans-cycloalkenes. The enantiomeric selectivity in the binding of one such alkene to the ethylene receptor demonstrates its protein-composed asymmetric environment.

本文言語English
ページ(範囲)313-321
ページ数9
ジャーナルChemistry and Biology
15
4
DOI
出版ステータスPublished - 2008 4月 21
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 分子医療
  • 分子生物学
  • 薬理学
  • 創薬
  • 臨床生化学

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