Base Pair Stability of 8-Chloro- and 8-Iodo-2'-deoxyguanosine Opposite 2'-Deoxycytidine: Implications Regarding the Bioactivity of 8-Oxo-2'-deoxyguanosine

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• 作者：Michelle L. Hamm ; Sumika Rajguru ; Anthony M. Downs ; and Rushina Cholera
• 刊名：Journal of the American Chemical Society
• 出版年：2005
• 出版时间：September 7, 2005
• 年：2005
• 卷：127
• 期：35
• 页码：12220 - 12221
• 全文大小：44K
• 年卷期：v.127,no.35(September 7, 2005)
• ISSN：1520-5126

文摘

8-Oxo-2'-deoxyguanosine (OdG) is an abundant and promutagenic damaged nucleotide that has been linked to aging and disease. To gain insight into the alternate base pairings of OdG, 8-chloro- and 8-iodo-2'-deoxyguanosine were incorporated into oligonucleotides and, along with 2'-deoxyguanosine and 8-bromo-2'-deoxyguanosine, were tested for their stability in base pairs opposite dC. We found a strong correlation between increased atomic radius and bond length at C8 and decreased base pair stability. These findings along with NMR studies on the base conformation of the corresponding nucleosides support the theory that the steric bulk of the 8-oxygen plays a role in OdG mutation and disease.