Electron Attachment to Hydrated Oligonucleotide Dimers: Guanylyl-3 ',5 '-Cytidine and Cytidylyl-3 ',5 '-Guanosine

doi:10.1002/chem.200902977

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	Electron Attachment to Hydrated Oligonucleotide Dimers: Guanylyl-3 ',5 '-Cytidine and Cytidylyl-3 ',5 '-Guanosine
	Gu, Jiande1 ; Xie, Yaoming 2; Schaefer, Henry F., III 2
刊名	CHEMISTRY-A EUROPEAN JOURNAL
	2010
卷号	16 期号:17 页码:5089-5096
关键词	density functional calculations DNA electron affinity oligonucleotides radical ions
ISSN号	0947-6539
DOI	10.1002/chem.200902977
文献子类	Article
英文摘要	The dinucleoside phosphate deoxycytidylyl-3',5'-deoxyguanosine (dCpdG) and deoxyguanylyl-3',5'-deoxycytidine (dGpdC) systems are among the largest to be studied by reliable theoretical methods. Exploring electron attachment to these subunits of DNA single strands provides significant progress toward definitive predictions of the electron affinities of DNA single strands. The adiabatic electron affinities of the oligonucleotides are found to be sequence dependent. Deoxycytidine (dC) on the 5' end, dCpdG, has larger adiabatic electron affinity (AEA, 0.90 eV) than dC on the 3' end of the oligomer (dGpdC, 0.66 eV). The geometric features, molecular orbital analyses, and charge distribution studies for the radical anions of the cytidine-containing oligonucleotides demonstrate that the excess electron in these anionic systems is dominantly located on the cytosine nucleobase moiety. The sr-stacking interaction between nucleobases G and C seems unlikely to improve the electron-capturing ability of the oligonucleotide dimers. The influence of the neighbor- ing base on the electron-capturing ability of cytosine should be attributed to the intensified proton accepting donating interaction between the bases. The present investigation demonstrates that the vertical detachment energies (VDEs) of the radical anions of the oligonucleotides dGpdC and dCpdG are significantly larger than those of the corresponding nucleotides. Consequently, reactions with low activation barriers, such as those for O-C sigma bond and N-glycosidic bond breakage, might be expected for the radical anions of the guanosine cytosine mixed oligonucleotides.
资助项目	U.S. National Science Foundation[CHE-0749868] ; Chinese Academy of Sciences[00000000]
WOS关键词	DENSITY-FUNCTIONAL THEORY ; LOW-ENERGY ELECTRONS ; DNA-STRAND BREAKS ; THYMINE BASE-PAIR ; GLYCOSIDIC BOND-CLEAVAGE ; THEORETICAL AB-INITIO ; NUCLEIC-ACID BASES ; AQUEOUS-SOLUTION ; PROTON-TRANSFER ; PYRIMIDINE NUCLEOTIDES
WOS研究方向	Chemistry
语种	英语
出版者	WILEY-V C H VERLAG GMBH
WOS记录号	WOS:000277810800018
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/279009]
专题	药物发现与设计中心中科院受体结构与功能重点实验室新药研究国家重点实验室
通讯作者	Gu, Jiande
作者单位	1.Chinese Acad Sci, Drug Design & Discovery Ctr, Shanghai Inst Mat Med, State Key Lab Drug Res,Shanghai Inst Biol Sci, Shanghai 201203, Peoples R China; 2.Univ Georgia, Ctr Computat Quantum Chem, Athens, GA 30602 USA
推荐引用方式 GB/T 7714	Gu, Jiande,Xie, Yaoming,Schaefer, Henry F., III. Electron Attachment to Hydrated Oligonucleotide Dimers: Guanylyl-3 ',5 '-Cytidine and Cytidylyl-3 ',5 '-Guanosine[J]. CHEMISTRY-A EUROPEAN JOURNAL,2010,16(17):5089-5096.
APA	Gu, Jiande,Xie, Yaoming,&Schaefer, Henry F., III.(2010).Electron Attachment to Hydrated Oligonucleotide Dimers: Guanylyl-3 ',5 '-Cytidine and Cytidylyl-3 ',5 '-Guanosine.CHEMISTRY-A EUROPEAN JOURNAL,16(17),5089-5096.
MLA	Gu, Jiande,et al."Electron Attachment to Hydrated Oligonucleotide Dimers: Guanylyl-3 ',5 '-Cytidine and Cytidylyl-3 ',5 '-Guanosine".CHEMISTRY-A EUROPEAN JOURNAL 16.17(2010):5089-5096.