2 詳細
Transnitrosation of thiols from aliphatic N-nitrosamines: S-nitrosation and indirect generation of nitric oxide
T. Yanagimoto, T. Toyota, N. Matsuki, Y. Makino, S. Uchiyama, and T. Ohwada
J. Am. Chem. Soc., 2007, 129, 736-737.
■ Abstract
S-Nitrosothiols and heme nitrosyl species are nitric oxide (NO)-derived metabolites that provide an endogenous reservoir of NO and also play roles in protein S-nitrosation, that is, transnitrosation of thiols (or thiolates) in proteins, thereby regulating protein functions and signal transduction pathways.
Intriguingly, endogenous N-nitrosamines are present in similar abundance to S-nitrosothiols, and though they are thought to play similar physiological roles to S-nitrosothiols, their transnitrosation reactivities and their contribution to biological events are little understood.
Herein we report aliphatic N-nitroso derivatives of 7-azabicyclo[2.2.1]heptanes, which do not act as NO donors themselves, but can transnitrosate thiols.
On the basis of the calculated activation energies of transnitrosation and the aorta smooth-muscle relaxation activities of these N-nitrosamines, we present a possible scenario of S-transnitrosation from aliphatic N-nitrosamines, leading to indirect generation of NO.
■ ひとこと
助手になった当時，Ｍ２の柳本君が研究していた変な NO ドナーのお話です．
アミンに対してはトランスニトロソ化しないのに，チオールに対してはトランスニトロソ化します．
あまり貢献はしてないと思いますけど，分光光度計を使った解析に首を突っ込みました．