Tsutsumi N, Itoh T, Ohsawa A
School of Pharmaceutical Sciences, Showa University, Tokyo, Japan.
Chem Pharm Bull (Tokyo). 2000 Oct;48(10):1524-8. doi: 10.1248/cpb.48.1524.
Disulfide bond was cleaved by a catalytic amount of nitric oxide in the presence of oxygen, which was confirmed by experiments employing two symmetrical disulfides. The reaction resulted in the formation of unsymmetrical disulfides in nearly 50% yields. The steric hindrance of alkyl disulfide slowed the reaction rate, and an electron-donating group on the aryl disulfide promoted the reaction. The substituent and S-nitrosothiol effects suggested that the reaction was initialized with an oxidative process by NO+.
在氧气存在下，催化量的一氧化氮可裂解二硫键，这一结果通过使用两种对称二硫化物的实验得到证实。该反应以近50%的产率生成不对称二硫化物。烷基二硫化物的空间位阻减缓了反应速率，芳基二硫化物上的供电子基团促进了反应。取代基和S-亚硝基硫醇效应表明，该反应由NO⁺引发氧化过程。
