Ab initioTheoretical Study of the Structures of Thymine Glycol and Dihydrothymine
- 1 January 1993
- journal article
- Published by Taylor & Francis in International Journal of Radiation Biology
- Vol. 63 (6) , 677-686
- https://doi.org/10.1080/09553009314552071
Abstract
The structures of all diastereoisomers of 5,6-dihydroxy-5,6-dihydrothymine (thymine glycol) an 5,6-dihydrothymine, two important DNA lesions, have been optimized with ab initio quantum chemical methods at a 6-31 G level of calculations. The methyl group on C5 of thymine glycol shows a strong preference for a pseudo axial orientation. In contrast, in 5,6-dihydrothymine a pseudo equatorial methyl is preferred. Consequently, the thymine glycol lesion is much more bulky than 5,6-dihydrothymine. This observation may explain the different biological consequences observed for the two lesions.Keywords
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