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Literature DB >> 8349663

Characterization of the effects of a thymine glycol residue on the structure, dynamics, and stability of duplex DNA by NMR.

J Y Kao¹, I Goljer, T A Phan, P H Bolton.

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.

Entities: Chemical

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Year: 1993 PMID： 8349663

Source DB: PubMed Journal: J Biol Chem ISSN： 0021-9258 Impact factor: 5.157

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Cited

23 in total

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Journal: Nat Rev Mol Cell Biol Date: 2012-09-20 Impact factor: 94.444

Review 2. Chemistry and structural biology of DNA damage and biological consequences.

Authors: Michael P Stone; Hai Huang; Kyle L Brown; Ganesh Shanmugam
Journal: Chem Biodivers Date: 2011-09 Impact factor: 2.408

3. Stereospecific synthesis and characterization of oligodeoxyribonucleotides containing an N2-(1-carboxyethyl)-2'-deoxyguanosine.

Authors: Huachuan Cao; Yong Jiang; Yinsheng Wang
Journal: J Am Chem Soc Date: 2007-09-18 Impact factor: 15.419

4. Molecular cloning and functional analysis of a Schizosaccharomyces pombe homologue of Escherichia coli endonuclease III.

Authors: T Roldán-Arjona; C Anselmino; T Lindahl
Journal: Nucleic Acids Res Date: 1996-09-01 Impact factor: 16.971

5. The RECQL4 protein, deficient in Rothmund-Thomson syndrome is active on telomeric D-loops containing DNA metabolism blocking lesions.

Authors: Leslie K Ferrarelli; Venkateswarlu Popuri; Avik K Ghosh; Takashi Tadokoro; Chandrika Canugovi; Joseph K Hsu; Deborah L Croteau; Vilhelm A Bohr
Journal: DNA Repair (Amst) Date: 2013-05-15

10. Binding of the human nucleotide excision repair proteins XPA and XPC/HR23B to the 5R-thymine glycol lesion and structure of the cis-(5R,6S) thymine glycol epimer in the 5'-GTgG-3' sequence: destabilization of two base pairs at the lesion site.

Authors: Kyle L Brown; Marina Roginskaya; Yue Zou; Alvin Altamirano; Ashis K Basu; Michael P Stone
Journal: Nucleic Acids Res Date: 2009-11-05 Impact factor: 16.971

Characterization of the effects of a thymine glycol residue on the structure, dynamics, and stability of duplex DNA by NMR.

Review 1. Minimizing the damage: repair pathways keep mitochondrial DNA intact.

Review 2. Chemistry and structural biology of DNA damage and biological consequences.

3. Stereospecific synthesis and characterization of oligodeoxyribonucleotides containing an N2-(1-carboxyethyl)-2'-deoxyguanosine.

4. Molecular cloning and functional analysis of a Schizosaccharomyces pombe homologue of Escherichia coli endonuclease III.

5. The RECQL4 protein, deficient in Rothmund-Thomson syndrome is active on telomeric D-loops containing DNA metabolism blocking lesions.

6. Characterisation of new substrate specificities of Escherichia coli and Saccharomyces cerevisiae AP endonucleases.

7. DNA sequence context effects on the glycosylase activity of human 8-oxoguanine DNA glycosylase.

8. Interconversion of the cis-5R,6S- and trans-5R,6R-thymine glycol lesions in duplex DNA.

9. The cis-(5R,6S)-thymine glycol lesion occupies the wobble position when mismatched with deoxyguanosine in DNA.

10. Binding of the human nucleotide excision repair proteins XPA and XPC/HR23B to the 5R-thymine glycol lesion and structure of the cis-(5R,6S) thymine glycol epimer in the 5'-GTgG-3' sequence: destabilization of two base pairs at the lesion site.