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

Lookup NU author(s): Adnan Rafiq, Emeritus Professor Bernard Golding

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Abstract

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.

Publication metadata

Author(s): Haglund J, Rafiq A, Ehrenberg L, Golding BT, Tornqvist M

Publication type: Article

Publication status: Published

Journal: Chemical Research in Toxicology

Year: 2000

Volume: 13

Issue: 4

Pages: 253-256

ISSN (print): 0893-228X

ISSN (electronic): 1520-5010

Publisher: American Chemical Society

URL: http://dx.doi.org/10.1021/tx990135m

DOI: 10.1021/tx990135m

PubMed id: 10775324

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