羟基加成反应对A-T碱基对结构和质子转移过程的影响

doi:10.3866/PKU.WHXB20101136

Abstract

Abstract:

The structures and proton transfer processes of hydroxylated A-T base pairs were theoretically studied at the B3LYP/6-31++G(d,p)//B3LYP/6-31G(d,p) level. Our calculations revealed that hydroxyl radical could react with A-T at different positions to form eight stable adducts. The order of these adducts in energy is ^8OHA-T6OH5OH<^2OHA-T<^4OHA-T<^5OHA-T2OH4OH (the number denotes the label of the atom in the A/T which is attacked by hydroxyl), which relates well with their structural changes upon the addition of hydroxyl radical. The interaction energy between A and T would increase slightly when hydroxyl radical reacts with the adenine, but it would decrease when the radical reacts with thymine. To study the proton transfer processes of the hydroxylated A-T base pairs, the most stable adducts, ^8OHA-T and A-T6OH, were selected to give calculations. The calculated results indicate that the proton transfer processes of ^8OHA-T and A-T^6OH follow the concerted mechanism, which is different from the stepwise mechanism of A-T. What is more, its energy barrier is lower than the corresponding energy of the latter's first step (rate-determining step).

Key words: Density functional theory, Base pair, Hydroxylation, Proton transfer, Singly occupied molecular orbital

MSC2000:

O641

SHI Jun-You, DONG Li-Hua, LIU Yong-Jun. Effect of Hydroxylation on Structures and Proton Transfer of A-T Base Pairs[J].Acta Phys. -Chim. Sin., 2010, 26(12): 3329-3336.

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Effect of Hydroxylation on Structures and Proton Transfer of A-T Base Pairs

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