Abstract:
:The two diastereomeric forms (5'S) and (5'R) of 5',8-cyclo-2'-deoxyguanosine have been synthesized and fully characterized. They have been used as references for the investigation of gamma-irradiation of 2'-deoxyguanosine and photolysis of 8-bromo-2'-deoxyguanosine in aqueous solutions. The observed (5'R)/(5'S) ratio of 8:1 was obtained in both sets of experiments. The mechanism of the cyclization reaction is discussed in some detail, and the diastereomeric outcome is rationalized in terms of favorable hydrogen-bonded structures in the pro-(5'R) conformation.
journal_name
Chem Res Toxicoljournal_title
Chemical research in toxicologyauthors
Chatgilialoglu C,Bazzanini R,Jimenez LB,Miranda MAdoi
10.1021/tx700282xsubject
Has Abstractpub_date
2007-12-01 00:00:00pages
1820-4issue
12eissn
0893-228Xissn
1520-5010journal_volume
20pub_type
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