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ダイアリルディセレニドのグルタチオンペロキシダゼのような抗酸化作用:メカニズム的研究
1Department of Chemistry and the Biotechnology Centre, Indian Institute of Technology, Powai, Bombay 400 076, India.
Journal of the American Chemical Society
|July 18, 2001
まとめ
分子内アミノ群を持つダイアリルデセレニドは,強力なチオル過酸化酵素活性を示す. 彼らの抗酸化効果はセレニウム-窒素相互作用の強さに調節され,グルタチオンペロキシダゼに似た触媒機構に影響を与えます.
科学分野:
- 有機金属化学 有機金属化学
- バイオケミストリー バイオケミストリー
- 抗酸化物質の研究
背景:
- ダイアリルディセレニドは,その抗酸化特性のために研究されています.
- 内分子調整アミノ群は,オルガノセレニウム化合物の活性に影響を与えます.
- グルタチオン過酸化酵素 (GPx) は,細胞の抗酸化防御における重要な酵素である.
研究 の 目的:
- 分子内アミノ基を持つダイアリル・デセレニドを合成し,特徴づけること.
- 彼らのチオール過酸化酵素のような抗酸化作用を評価するために.
- オルガノセレニウム中間物質とSe-N相互作用のメカニズム的役割を明らかにする.
主な方法:
- ダイアリル・デセレニドの合成,エナチオメリックに純粋な形態を含む.
- (77) Se NMRスペクトロスコーピーを用いて中間物質のインシットー特徴付け.
- ペロキシダースの活性測定と,チオールと過酸化水素を含むメカニズム研究.
主要な成果:
- R-(+) -およびS-(-) -N,N-ジメチル(1-フェロセニレチル) アミンから派生したエナティオメリックに純粋なダイアリルデセレニドは,優れた過酸化酵素活性を示した.
- 活性は,分子内Se-N相互作用の程度によって調節される.
- 強いSe-N相互作用は,前向きの触媒サイクルを阻害することによって,不活性なディセレニドにつながる.
- 弱いSe-N相互作用は,セレノール中間物質の効率的な形成を通じて活性を増強する.
- 代用されていないダイアリル・デセレニドは,反応が遅いため,中間の不安定性があるため,より低い活性を示した.
結論:
- 分子内Se-N相互作用は,ダイアリル・デセレニド・ペロキシダースの活性を決定する重要な決定因子である.
- 触媒メカニズムはセレノール,セレニン酸,セレニル硫化物の中間物質を含む.
- これらの合成デセレニドは,天然のグルタチオンペロキシダースの触媒サイクルを模倣する.
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