Specific Generation of 1-Methylcytosine Radicals in the Gas Phase

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 disulfid...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2005-10, Vol.44 (41), p.6708-6711
Main Authors: Yao, Chunxiang, Cuadrado-Peinado, Maria L., Polášek, Miroslav, Tureček, František
Format: Article
Language:English
Subjects:
cytosine
Cytosine - analogs & derivatives
Cytosine - chemical synthesis
Cytosine - chemistry
Free Radicals - chemical synthesis
Free Radicals - chemistry
Gas Chromatography-Mass Spectrometry - methods
Gases - chemistry
mass spectrometry
Molecular Structure
potential-energy surfaces
radicals
Sensitivity and Specificity
Stereoisomerism
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Summary: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200502363