Spiroiminodihydantoin is the major product of the 8-oxo-7,8-dihydroguanosine reaction with peroxynitrite in the presence of thiols and guanosine photooxidation by methylene blue

被引:155
作者
Niles, JC
Wishnok, JS
Tannenbaum, SR
机构
[1] MIT, Div Bioengn, Cambridge, MA 02139 USA
[2] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
D O I
10.1021/ol006993n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The potent oxidant, peroxynitrite, will oxidize 8-oxo-7,8-dihydroguanosine to give several products, In the presence of a thiol agent, the major final product has been determined to be a spiroiminodihydantoin compound. Additionally, we have found that the spiroiminodihydantoin, and not the previously reported 4-hydroxy-8-oxo-4,8-dihydroguanosine, is the major final product formed during the methylene blue-mediated photooxidation of guanosine.
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页码:963 / 966
页数:4
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