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- W1542609080 abstract "Dehalogenations of 5-bromo- and 5-iodo-2'-deoxyuridine by thiol compounds in aqueous solutions were studied. The thiols used were cysteine, cysteine methyl- and ethyl-esters, cysteamine, homocysteine, glutathione, 2-mercaptoethanol, and 2-mercaptopropionic acid. The products of these reactions and the rate constants were determined. At pH 8 and 37°, the dehalogenation rates by these thiols decreased in above-mentioned order. 5-Alkylthiouracil derivatives were found in products of the reactions between 5-bromo-2'-deoxyuridine and cysteine, cysteine ethyl ester, cysteamine, homocysteine and glutathione, as well as of the reaction between 5-iodo-2'-deoxyuridine and cysteine. This indicated that the SN2 mechanism proposed in a previous paper (Y. Wataya, K. Negishi and H. Hayatsu, Biochemistry, 12, 3992 (1973)) is generally operating in the dehalogenations of these compounds with thiols." @default.
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- W1542609080 date "1978-01-01" @default.
- W1542609080 modified "2023-09-25" @default.
- W1542609080 title "Formation of S-[5-(2'-deoxyuridyl)]thiol compounds in the dehalogenation of 5-bromo- and 5-iodo-2'-deoxyuridine with cysteine derivatives." @default.
- W1542609080 doi "https://doi.org/10.1248/cpb.26.1746" @default.
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