Preferential C1' hydrogen abstraction by a uracilyl radical in a DNA-RNA hybrid

Tetrahedron Letters

Volumn 38, Issue 46, 1997, Pages 8057-8060

  Sugiyama, Hiroshi ^a   Fujimoto, Kenzo ^b   Saito, Isao ^b  

^a TOKYO MEDICAL AND DENTAL UNIVERSITY   (Japan)

^b KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

URACIL;

ARTICLE; DNA CONFORMATION; DNA RNA HYBRIDIZATION; NUCLEAR OVERHAUSER EFFECT; OXIDATION; PHOTOREACTIVITY;

EID: 0030784860     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10108-3     Document Type: Article

References (26)

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22. Transition state analysis of the H abstraction of ethanol by a vinyl radical was performed according to the reported procedure for H abstraction of ethanol by OH. Molecular orbital calculation was performed using Gaussian 92 and Spartan (version 3.1) programs on a Silicon Graphics IRIS Indigo R4400. The geometries of the transition state were obtained at UHF/6-31G* and the energies were estimated at the MP2/6-31G* level with consideration of zero point energy at the RHF/631G* level. Bond length of bifucated H (Hb)-sugar carbon (Cs) and Hb-uracill C5 (C5) were 1.38 Å and 1.32 Å, respectively, with corresponding H-C bond strength. Bond angle of C5-Hb-Cs is 180 ° with a bending force constant of 85 kcal which is the same as that for a normal C-C-C bond.
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