Literature DB >> 3488973

Sensitized photo-oxidation of thymidine by 2-methyl-1,4-naphthoquinone. Characterization of the stable photoproducts.

C Decarroz, J R Wagner, J E van Lier, C M Krishna, P Riesz, J Cadet.   

Abstract

The near ultraviolet photolysis of an aerated aqueous solution of thymidine containing 2-methyl-1,4-naphthoquinone gives rise to two main classes of photoproducts as a result of the initial formation of a pyrimidine radical cation. These photo-oxidation products have been separated by high performance liquid chromatography and further characterized by various spectroscopic techniques including fast atom bombardment mass spectrometry and high field 1H and 13C nuclear magnetic resonance analysis. This photoreaction constitutes an excellent model to study the chemical properties of the thymidine radical cation which is expected to be one of the primary consequences of the direct effects of ionizing radiation.

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Year:  1986        PMID: 3488973     DOI: 10.1080/09553008614550901

Source DB:  PubMed          Journal:  Int J Radiat Biol Relat Stud Phys Chem Med        ISSN: 0020-7616


  9 in total

1.  Fragmentation of deprotonated ions of oligodeoxynucleotides carrying a 5-formyluracil or 2-aminoimidazolone.

Authors:  Yinsheng Wang; Lijie Men; Shetty Vivekananda
Journal:  J Am Soc Mass Spectrom       Date:  2002-10       Impact factor: 3.109

2.  Side-by-side comparison of DNA damage induced by low-energy electrons and high-energy photons with solid TpTpT trinucleotide.

Authors:  Yeunsoo Park; Anita R Peoples; Guru S Madugundu; Léon Sanche; J Richard Wagner
Journal:  J Phys Chem B       Date:  2013-08-23       Impact factor: 2.991

3.  Electron transfer in DNA duplexes containing 2-methyl-1,4-naphthoquinone.

Authors:  François Bergeron; Daniel Houde; Darel J Hunting; J Richard Wagner
Journal:  Nucleic Acids Res       Date:  2004-12-07       Impact factor: 16.971

4.  Oxidation and reduction of the 5-(2'-deoxyuridinyl)methyl radical.

Authors:  Gengjie Lin; Lei Li
Journal:  Angew Chem Int Ed Engl       Date:  2013-04-15       Impact factor: 15.336

Review 5.  One-electron oxidation reactions of purine and pyrimidine bases in cellular DNA.

Authors:  Jean Cadet; J Richard Wagner; Vladimir Shafirovich; Nicholas E Geacintov
Journal:  Int J Radiat Biol       Date:  2014-04-03       Impact factor: 2.694

6.  π-Radical to σ-Radical Tautomerization in One-Electron-Oxidized 1-Methylcytosine and Its Analogs.

Authors:  Amitava Adhikary; Anil Kumar; Casandra T Bishop; Tyler J Wiegand; Ragda M Hindi; Ananya Adhikary; Michael D Sevilla
Journal:  J Phys Chem B       Date:  2015-08-13       Impact factor: 2.991

7.  Substrate and mispairing properties of 5-formyl-2'-deoxyuridine 5'-triphosphate assessed by in vitro DNA polymerase reactions.

Authors:  M Yoshida; K Makino; H Morita; H Terato; Y Ohyama; H Ide
Journal:  Nucleic Acids Res       Date:  1997-04-15       Impact factor: 16.971

8.  Highly Selective 5-Formyluracil Labeling and Genome-wide Mapping Using (2-Benzimidazolyl)Acetonitrile Probe.

Authors:  Yafen Wang; Chaoxing Liu; Fan Wu; Xiong Zhang; Sheng Liu; Zonggui Chen; Weiwu Zeng; Wei Yang; Xiaolian Zhang; Yu Zhou; Xiaocheng Weng; Zhiguo Wu; Xiang Zhou
Journal:  iScience       Date:  2018-11-02

Review 9.  Labeling and sequencing nucleic acid modifications using bio-orthogonal tools.

Authors:  Hui Liu; Yafen Wang; Xiang Zhou
Journal:  RSC Chem Biol       Date:  2022-06-22
  9 in total

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