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The Mechanism of Anaerobic, Radical‐Induced DNA Strand Scission
Author(s) -
Giese Bernd,
BeyrichGraf Xenia,
Burger Jutta,
Kesselheim Christoph,
Senn Martin,
Schäfer Thomas
Publication year - 1993
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199317421
Subject(s) - radical , chemistry , bond cleavage , thymine , photochemistry , dna , cleavage (geology) , methanol , stereochemistry , organic chemistry , catalysis , biochemistry , geotechnical engineering , fracture (geology) , engineering
After selective generation of the mononucleotide radical 1 , the formation and reactions of radical cation 2 could be studied. Trapping with allyl alcohol, which is known to trap both cations and radicals, gave primarily the bicyclic product 3 . With methanol several intermediates could be trapped, the hydrolysis products of which correspond to DNA cleavage products. 4′‐Deoxyribonucleotide radicals are proposed as intermediates in radical‐induced DNA strand scission. ℗ P(O)(OEt) 2 , b thymine.