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Prototropic changes in cationic base‐pair adducts. II. Guanine methylation
Author(s) -
Ford George P.,
Wang Bingze
Publication year - 1992
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560440416
Subject(s) - cationic polymerization , guanine , adduct , methylation , chemistry , base (topology) , base pair , dna , organic chemistry , biochemistry , nucleotide , gene , mathematical analysis , mathematics
AM 1 calculations have been used to study the effects of CH 3 +attachment on the structures, energies, and, in some cases, proton transfer reactions of guanine cytosine base pairs. Methylation of both the guanine 3‐ and O 6 ‐positions is predicted to lead to chemically significant concentrations of intermediate base pairs arising from proton transfer from the guanine 1‐ to the cytosine 3‐position. The possible biological implications of such intermediates in nucleic acids is discussed in relation to the formation of either doubly abasic sites or abasic sites opposite potentially miscoding DNA lesions. © 1992 John Wiley & Sons, Inc.