Barrier-free proton transfer in the valence anion of 2 '-deoxyadenosine-5 '-monophosphate. II. A computational study

doi:10.1063/1.2823002

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	Barrier-free proton transfer in the valence anion of 2 '-deoxyadenosine-5 '-monophosphate. II. A computational study
	Kobylecka, Monika 1; Gu, Jiande2,3 ; Rak, Janusz 1; Leszczynski, Jerzy 3
刊名	JOURNAL OF CHEMICAL PHYSICS
	2008-01-28
卷号	128 期号:4
ISSN号	0021-9606
DOI	10.1063/1.2823002
文献子类	Article
英文摘要	The propensity of four representative conformations of 2'-deoxyadenosine-5'-monophosphate (5'-dAMPH) to bind an excess electron has been studied at the B3LYP/6-31++G(d,p) level. While isolated canonical adenine does not support stable valence anions in the gas phase, all considered neutral conformations of 5'-dAMPH form adiabatically stable anions. The type of an anionic 5'-dAMPH state, i.e., the valence, dipole bound, or mixed (valence/dipole bound), depends on the internal hydrogen bond(s) pattern exhibited by a particular tautomer. The most stable anion results from an electron attachment to the neutral syn-south conformer. The formation of this anion is associated with a barrier-free proton transfer triggered by electron attachment and the internal rotation around the C4'-C5' bond. The adiabatic electron affinity of the a_south-syn anion is 1.19 eV, while its vertical detachment energy is 1.89 eV. Our results are compared with the photoelectron spectrum (PES) of 5'-dAMPH(-) measured recently by Stokes , [J. Chem. Phys. 128, 044314 (2008)]. The computational VDE obtained for the most stable anionic structure matches well with the experimental electron binding energy region of maximum intensity. A further understanding of DNA damage might require experimental and computational studies on the systems in which purine nucleotides are engaged in hydrogen bonding.
WOS关键词	EXCESS ELECTRON-ATTACHMENT ; LOW-ENERGY ELECTRONS ; DNA-STRAND BREAKS ; MOLECULAR-ORBITAL METHODS ; GAUSSIAN-TYPE BASIS ; NUCLEIC-ACID BASES ; GAS-PHASE ; AB-INITIO ; PYRIMIDINE NUCLEOTIDES ; ORGANIC-MOLECULES
WOS研究方向	Chemistry ; Physics
语种	英语
出版者	AMER INST PHYSICS
WOS记录号	WOS:000252821200038
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/273003]
专题	药物发现与设计中心
通讯作者	Kobylecka, Monika
作者单位	1.Univ Gdansk, Fac Chem, PL-80952 Gdansk 18, Sobieskiego, Poland; 2.CAS, Shanghai Inst Mat Med, Drug Design & Discovery Ctr, Shanghai 201203, Peoples R China; 3.Jackson State Univ, Dept Chem, Computat Ctr Mol Struct & Interact, Jackson, MS 39217 USA
推荐引用方式 GB/T 7714	Kobylecka, Monika,Gu, Jiande,Rak, Janusz,et al. Barrier-free proton transfer in the valence anion of 2 '-deoxyadenosine-5 '-monophosphate. II. A computational study[J]. JOURNAL OF CHEMICAL PHYSICS,2008,128(4).
APA	Kobylecka, Monika,Gu, Jiande,Rak, Janusz,&Leszczynski, Jerzy.(2008).Barrier-free proton transfer in the valence anion of 2 '-deoxyadenosine-5 '-monophosphate. II. A computational study.JOURNAL OF CHEMICAL PHYSICS,128(4).
MLA	Kobylecka, Monika,et al."Barrier-free proton transfer in the valence anion of 2 '-deoxyadenosine-5 '-monophosphate. II. A computational study".JOURNAL OF CHEMICAL PHYSICS 128.4(2008).