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Infrared Signatures of Proton Transfer in Guanine·Cytosine and Adenine·Thymine Base Pairs: DFT Study
Author(s) -
Hayashi Tomoyuki,
Mukamel Shaul
Publication year - 2004
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1560/m6na-f16j-nvkn-llm9
Subject(s) - tautomer , chemistry , guanine , thymine , cytosine , proton , density functional theory , nucleobase , base pair , computational chemistry , infrared , crystallography , stereochemistry , dna , nucleotide , biochemistry , physics , quantum mechanics , optics , gene
The structures of all stable tautomers of guanine·cytosine and adenine·thymine Watson‐Crick base pairs produced by single and double proton transfers from the most stable structures are optimized using density functional theory (DFT) at the B3LYP/6–31G(d,p) level. The zwitterionic tautomer of guanine·cyosine is stable in a high‐dielectric medium (water), but not in the gas phase. Normal mode calculations show that the infrared peak positions and intensities of the carbonyl, N‐H, and O‐H stretching modes are sensitive to the tautomer geometries.