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RISS 인기검색어
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- 저자 : Wawrzak, Zdzislaw (검색결과 1 건)
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Zhao, Linlin,Pence, Matthew G.,Christov, Plamen P.,Wawrzak, Zdzislaw,Choi, Jeong-Yun,Rizzo, Carmelo J.,Egli, Martin,Guengerich, F. Peter American Society for Biochemistry and Molecular Bi 2012 The Journal of biological chemistry Vol.287 No.42
<P><I>N</I><SUP>2</SUP>,3-Ethenoguanine (<I>N</I><SUP>2</SUP>,3-ϵG) is one of the exocyclic DNA adducts produced by endogenous processes (<I>e.g.</I> lipid peroxidation) and exposure to bioactivated vinyl monomers such as vinyl chloride, which is a known human carcinogen. Existing studies exploring the miscoding potential of this lesion are quite indirect because of the lability of the glycosidic bond. We utilized a 2′-fluoro isostere approach to stabilize this lesion and synthesized oligonucleotides containing 2′-fluoro-<I>N</I><SUP>2</SUP>,3-ϵ-2′-deoxyarabinoguanosine to investigate the miscoding potential of <I>N</I><SUP>2</SUP>,3-ϵG by Y-family human DNA polymerases (pols). In primer extension assays, pol η and pol κ replicated through <I>N</I><SUP>2</SUP>,3-ϵG, whereas pol ι and REV1 yielded only 1-base incorporation. Steady-state kinetics revealed that dCTP incorporation is preferred opposite <I>N</I><SUP>2</SUP>,3-ϵG with relative efficiencies in the order of pol κ > REV1 > pol η ≈ pol ι, and dTTP misincorporation is the major miscoding event by all four Y-family human DNA pols. Pol ι had the highest dTTP misincorporation frequency (0.71) followed by pol η (0.63). REV1 misincorporated dTTP and dGTP with much lower frequencies. Crystal structures of pol ι with <I>N</I><SUP>2</SUP>,3-ϵG paired to dCTP and dTTP revealed Hoogsteen-like base pairing mechanisms. Two hydrogen bonds were observed in the <I>N</I><SUP>2</SUP>,3-ϵG:dCTP base pair, whereas only one appears to be present in the case of the <I>N</I><SUP>2</SUP>,3-ϵG:dTTP pair. Base pairing mechanisms derived from the crystal structures explain the slightly favored dCTP insertion for pol ι in steady-state kinetic analysis. Taken together, these results provide a basis for the mutagenic potential of <I>N</I><SUP>2</SUP>,3-ϵG.</P>
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