Transalkylation of phosphotriesters using cob(I)alamin:: Toward specific determination of DNA-phosphate adducts

被引:18
作者
Haglund, J [1 ]
Rafiq, A
Ehrenberg, L
Golding, BT
Törnqvist, M
机构
[1] Univ Stockholm, Dept Genet & Cellular Toxicol, S-10691 Stockholm, Sweden
[2] Univ Stockholm, Dept Environm Chem, S-10691 Stockholm, Sweden
[3] Newcastle Univ, Dept Chem, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England
关键词
D O I
10.1021/tx990135m
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The supernucleophilic cobalt compound, cob(I)alamin, has been kinetically characterized with respect to its ability to bring about transalkylation of adducts to DNA phosphates (phosphotriesters). The reactivity of cob(I)alamin toward different phosphotriesters (model compounds and methylated DNA), as well as its specificity toward DNA-phosphate adducts, has been investigated. Through nucleophilic displacement on the alkyl by cob(I)alamin, the alkyl groups (methyl and ethyl) were transferred from phosphotriesters within minutes at room temperature. In contrast, methylated nucleosides (base adducts) were stable in the presence of cob(I)alamin.
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页码:253 / 256
页数:4
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