Abstract
A duplex DNA containing a single thymine glycol (5,6-dihydroxy-5,6-dihydrothymidine) has been studied by NMR and other methods. Oxidative stress, ionizing radiation, and other causes can induce the oxidation of thymine to thymine glycol. The presence of thymine glycol is known to have significant biological consequences, and there are repair enzymes for thymine glycol in a wide range of organisms. These studies have been carried out on the DNA duplex of d(C1G2C3A4G5Tg6C7A8G9C10C11) paired with d(G22C21G20T19C18A17G16T15C14G13G12), with Tg indicating thymine glycol. The presence of thymine glycol lowers the thermal stability of duplex DNA. The NMR results indicate that thymine glycol induces a large, localized structural change in duplex DNA with the thymine glycol base being extrahelical as well as the opposing base on the complementary strand. This structural information is consistent with the biological consequences of thymine glycol in DNA.
Highlights
A duplex DNA containing a single thymine glycol (6,6-dihydroxy-5,6-dihydrothymidineh)as been studied by NMR and other methods
Oxidative stress, ionizing radiation, and other causes can induce the oxidation of thymine to thymine glycol
The KMnO, oxidation of thymine yields only cis thymine results indicate that thymine glycol induces a large, localized structural change in duplex DNA with the glycol, and the5R,6S cis stereoisomer is shown
Summary
0 1993 by The American Society for Biochemistry and Molecular Biology, Inc. Vol 268, No 24, Issue of August 25, pp. 1P7r7i8n7te-d17i7n9U3,1.S9.9A3. The presence of thymine glycol is known to have significantbiological consequences, and there are repair enzymes for thymine glycol in a wide range of organisms These studies have been carried out on the DNA duplex. Ames time,there is essentially no information on the effects of and co-workers [4] have shown that the average human cell thymine damage on DNA structure, dynamics, thermal starepairs about 320 thymine glycol sites/day based on the bility, or chemical stability. Oxidants are damaged thymines of the structures, stabilities, dynamics, thought to react with thymine to lead to thymine glycol, and interactions of DNA is of interest. It has been known for several decades that ionizing radia- forms of the base.
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