植物成長調節剤 uniconazole (ES pure) の構造研究とコンピュータによるチトクローム<i>P</i>-450との相互作用の考察

DOI NDLデジタルコレクション 日本農学文献記事索引 Web Site Web Site 被引用文献1件
  • 片木 敏行
    Laboratory of Biochemistry and Toxicology, Takarazuka Research Center, Sumitomo Chemical Co., Ltd.
  • 三上 信可
    Laboratory of Biochemistry and Toxicology, Takarazuka Research Center, Sumitomo Chemical Co., Ltd.
  • 松田 正
    Laboratory of Biochemistry and Toxicology, Takarazuka Research Center, Sumitomo Chemical Co., Ltd.
  • 宮本 純之
    Laboratory of Biochemistry and Toxicology, Takarazuka Research Center, Sumitomo Chemical Co., Ltd.

書誌事項

タイトル別名
  • Structural Studies of the Plant Growth Regulator Uniconazole (ES pure) and Computer-aided Analysis of Its Interaction with Cytochrome <i>P</i>-450
  • 植物成長調節剤uniconazole(ES pure)の構造研究とコンピュータによるチトクロームP-450との相互作用の考察〔英文〕
  • ショクブツ セイチョウ チョウセツザイ uniconazole ES pure

この論文をさがす

抄録

Conformations of the plant growth regulator uniconazole (ES pure) [(S)-E-1-(4-chlorophenyl)-4, 4-dimethyl-2-(1, 2, 4-triazol-1-yl)-1-penten-3-ol] in a lower energy state were optimized by semi-empirical molecular orbital calculations using the MNDO program. The results indicated that two conformers of uniconazole (ES pure) exist in almost equal proportion, and that they are readily converted into each other. One of the optimized conformers was supported by 1H-NMR and IR spectra, which suggested the formation of an intramolecular hydrogen bond between the hydroxy proton and the nitrogen atom at 2-position of the 1, 2, 4-triazolyl moiety. The substrate difference spectra with rat liver microsomes showed Type II binding and stoichiometrical binding of a racemic mixture of uniconazole (ES pure) to cytochrome P-450 enzymes was observed. The binding profiles together with the MNDO calculations strongly suggested that the nitrogen atom at 4-position of the 1, 2, 4-triazolyl moiety co-ordinated to the iron atom of the prosthetic porphyrin group in cytochrome P-450 enzymes. Interaction of uniconazole (ES pure) with cytochrome P-450 enzymes was discussed from a viewpoint of similarity in molecular shape between uniconazole (ES pure) and (-)-kaur-16-ene, which was an intermediate in gibberellin biosynthesis.

収録刊行物

被引用文献 (1)*注記

もっと見る

キーワード

詳細情報 詳細情報について

問題の指摘

ページトップへ