PHENYL N-TERT-BUTYL NITRONE FORMS NITRIC-OXIDE AS A RESULT OF ITS FE(III)-CATALYZED HYDROLYSIS OR HYDROXYL RADICAL ADDUCT FORMATION

被引：25

作者：

CHAMULITRAT, W ^{[1
]}

PARKER, CE ^{[1
]}

TOMER, KB ^{[1
]}

MASON, RP ^{[1
]}

机构：

[1] NIEHS,MOLEC BIOPHYS LAB,RES TRIANGLE PK,NC 27709

来源：

FREE RADICAL RESEARCH | 1995年 / 23卷 / 01期

关键词：

SPIN TRAPS; NITRIC OXIDE; EPR; NITROSYL IRON COMPLEXES; NITRONES; HYDROXYLAMINES;

D O I：

10.3109/10715769509064014

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Phenyl N-tert-butyl nitrone (PEN) is commonly employed in spin-trapping studies. We report here evidence that PEN in aqueous solutions is decomposed by two pathways leading to the generation of nitric oxide ((NO)-N-.). The first pathway is by hydrolysis of PEN, which is strongly catalyzed by ferric iron. The second pathway is via PBN-hydroxyl radical adduct formation. (NO)-N-. was trapped in the presence of cysteine and ferrous iron to form a [(cys)(2)Fe(NO)(2)](-3) complex, which was measured by use of electron paramagnetic resonance (EPR) spectroscopy. A concomitant metabolite, benzaldehyde, was detected from both reaction mixtures. We propose that PEN is hydrolyzed by Fe3+ or attacked by hydroxyl radical, leading eventually to a common transient species, tert-butyl hydronitroxide [t-BuN(O-.)H], which is further oxidized to a (NO)-N-. source, t-BuNO. Our data imply that PEN may decompose to (NO)-N-. when used in biological models with oxidative stress conditions.

引用

页码：1 / 14

页数：14

共 31 条

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