Solution structure of a DNA decamer duplex containing the stable 3′ T⋅G base pair of the pyrimidine(6–4)pyrimidone photoproduct [(6–4) adduct]: Implications for the highly specific 3′ T → C transition of the (6–4) adduct
10.1073/pnas.96.12.6632
Crossref journal-article
Proceedings of the National Academy of Sciences
Proceedings of the National Academy of Sciences (341)
Abstract

The pyrimidine(6–4)pyrimidone photoproduct [(6–4) adduct] is one of the major photoproducts induced by UV irradiation of DNA and occurs at TpT sites. The (6–4) adduct is highly mutagenic and leads most often to a 3′ T → C transition with 85% replicating error frequency [LeClerc, J. E., Borden, A. & Lawrence, C. W. (1991) Proc. Natl. Acad. Sci. USA 88, 9685–9689]. To determine the origin of the specific 3′ T → C transition of the (6–4) adduct, we have used experimental NMR restraints and molecular dynamics to determine the solution structure of a (6–4)-lesion DNA decamer duplex that contains a mismatched base pair between the 3′ T residue and an opposed G residue. Normal Watson–Crick-type hydrogen bonding is retained at the 5′ T of the lesion site. The O2 carbonyl of the 3′ T residue forms hydrogen bonds with the imino and amino protons of the opposed G residue. This potential hydrogen bonding stabilizes the overall helix and restores the highly distorted conformation of the (6–4) adduct to the typical B-form-like DNA structure. This structural feature can explain the marked preference for the insertion of an A residue opposite the 5′ T and a G residue opposite the 3′ T of the (6–4) lesion during trans-lesion synthesis. Thus these insertions yield the predominant 3′ T → C transition.

Bibliography

Lee, J.-H., Hwang, G.-S., & Choi, B.-S. (1999). Solution structure of a DNA decamer duplex containing the stable 3′ T⋅G base pair of the pyrimidine(6–4)pyrimidone photoproduct [(6–4) adduct]: Implications for the highly specific 3′ T → C transition of the (6–4) adduct. Proceedings of the National Academy of Sciences, 96(12), 6632–6636.

Authors 3
  1. Joon-Hwa Lee (first)
  2. Geum-Sook Hwang (additional)
  3. Byong-Seok Choi (additional)
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Dates
Type When
Created 23 years, 1 month ago (July 26, 2002, 10:39 a.m.)
Deposited 3 years, 2 months ago (June 6, 2022, 10:49 p.m.)
Indexed 4 months, 3 weeks ago (April 10, 2025, 1:28 p.m.)
Issued 26 years, 2 months ago (June 8, 1999)
Published 26 years, 2 months ago (June 8, 1999)
Published Online 26 years, 2 months ago (June 8, 1999)
Published Print 26 years, 2 months ago (June 8, 1999)
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@article{Lee_1999, title={Solution structure of a DNA decamer duplex containing the stable 3′ T⋅G base pair of the pyrimidine(6–4)pyrimidone photoproduct [(6–4) adduct]: Implications for the highly specific 3′ T → C transition of the (6–4) adduct}, volume={96}, ISSN={1091-6490}, url={http://dx.doi.org/10.1073/pnas.96.12.6632}, DOI={10.1073/pnas.96.12.6632}, number={12}, journal={Proceedings of the National Academy of Sciences}, publisher={Proceedings of the National Academy of Sciences}, author={Lee, Joon-Hwa and Hwang, Geum-Sook and Choi, Byong-Seok}, year={1999}, month=jun, pages={6632–6636} }