DNA strand scission by neocarzinostatin: molecular recognition process responsible for site-specificity |
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| Authors: | H Sugiyama T Fujiwara H Kawabata I Saito N Hirayama N Yoda |
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| Affiliation: | Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University, Japan. |
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| Abstract: | A series of hexanucleotides possessing A-T, G-C, inosine (I)-C and 2-aminoadenine (ANH2)-T base pairs at 5'-side of the target thymine were prepared and their selectivity for C-5' and C4' oxidation in the NCS-mediated degradation was investigated. Quantitative product analysis indicated that preferential C5' oxidation of deoxyribose moiety of the target T occurs at -5'-AT- and 5'-IT- sites, whereas C5' and C4' oxidation occurs competitively at T of -5'-GT- and -5'-ANH2T- sites. Based on the experimental results, an intercalation model that permits competitive hydrogen abstraction from C5' and C4' of deoxyribose moiety has been proposed. |
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