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Specific Generation of 1‐Methylcytosine Radicals in the Gas Phase
Author(s) -
Yao Chunxiang,
CuadradoPeinado Maria L.,
Polášek Miroslav,
Tureček František
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200502363
Subject(s) - chemistry , radical , adduct , tautomer , cytosine , hydrogen atom , protonation , photochemistry , gas phase , stereochemistry , dna , organic chemistry , ion , biochemistry , alkyl
What a radical target! Two key hydrogen‐atom adducts of 1‐methylcytosine have been prepared by the targeted chemical generation of cytosine radicals. Femtosecond collisional transfer of electrons to gas‐phase tautomers of protonated 1‐methylcytosine using molecular electron donors (dimethyl disulfide and trimethylamine) produces stable radical adducts with the hydrogen atoms positioned at N3 and C5 of the cytosine ring, respectively.