Superoxide radical trapping and spin adduct decay of 5-tert-butoxycarbonyl-5-methyl-1-pyrroline N-oxide (BocMPO):: kinetics and theoretical analysis

被引:62
作者
Villamena, FA
Zweier, JL [1 ]
机构
[1] Johns Hopkins Med Inst, Dept Med, Div Cardiol, Mol & Cellular Biophys Labs, Baltimore, MD 21224 USA
[2] Johns Hopkins Med Inst, Electron Paramagnet Resonance Ctr, Baltimore, MD 21224 USA
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2002年 / 07期
关键词
D O I
10.1039/b201734b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Spin-trapping of oxygen-centered radicals such as superoxide radical is increasingly becoming important in the study of biological oxidations. Superoxide spin-trapping and decay kinetics in aqueous media of the new solid nitrone 5-tert-butoxycarbonyl-5-methyl-1-pyrroline N-oxide (BocMPO) are reported and compared to those of 5,5-dimethyl-1-pyrroline N-oxide (DMPO) and 5-diethoxyphosphoryl-5-methyl-1-pyrroline N-oxide (DEPMPO). Superoxide spin-trapping by BocMPO is significantly slower than that by DEPMPO and DMPO, and the half-life of BocMPO-superoxide adduct is shorter than that of DEPMPO-superoxide adduct. The BocMPO spin-trapping ability and stability of its superoxide adducts are rationalized based on theoretical calculations.
引用
收藏
页码:1340 / 1344
页数:5
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