Thymidylate synthetase catalyzed dehalogenation of 5-bromo-and 5-iodo-2′-deoxyuridylate |
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Authors: | Yusuke Wataya Daniel V. Santi |
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Affiliation: | Department of Biochemistry and Biophysics and Department of Pharmaceutical Chemistry University of California San Francisco, California 94143 USA |
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Abstract: | Thymidylate synthetase catalyzes a facile dehalogenation of 5-bromo-and 5-iodo-2′-deoxyuridylate in the presence of dithiothreitol. The chloro and fluoro nucleotides are not dehalogenated under similar conditions. A mechanism for this reaction is proposed which is in complete accord with previously ascertained features of the catalytic mechanism as well as model chemical reactions. This reaction is likely an important pathway in the biological dehalogenation of 5-halogenated uracil derivatives. |
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