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New Light-Sensitive Nucleosides for Caged DNA Strand Breaks

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2002

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Dussy, Adrian
Meyer, Christoph
Quennet, Edith
Bickle, Thomas A.
Giese, Bernd

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ChemBioChem. 2002, 3(1), pp. 54-60. ISSN 1439-4227. eISSN 1439-7633. Available under: doi: 10.1002/1439-7633(20020104)3:1<54::AID-CBIC54>3.0.CO;2-2

Zusammenfassung

Phototriggered bond cleavage has found wide application in chemistry as well as in biology. Nevertheless, there are only a few methods available for site-specific photochemical induction of DNA strand scission despite numerous potential applications. In this study we report the development of new photocleavable nucleotides based on the photochemistry of o-nitrobenzyl esters. The light-sensitive moieties were generated through introduction of o-nitrophenyl groups at the 5′C position of the nucleoside sugar backbone. The newly synthesized, modified nucleosides were incorporated in oligonucleotides and are able to build stable DNA duplexes. In such a way modified oligonucleotides can be cleaved site-specifically upon irradiation with >360 nm light with high efficiency. Furthermore, we show that these modifications can be bypassed in DNA synthesis promoted by Thermus aquaticus DNA polymerase.

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540 Chemie

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ISO 690DUSSY, Adrian, Christoph MEYER, Edith QUENNET, Thomas A. BICKLE, Bernd GIESE, Andreas MARX, 2002. New Light-Sensitive Nucleosides for Caged DNA Strand Breaks. In: ChemBioChem. 2002, 3(1), pp. 54-60. ISSN 1439-4227. eISSN 1439-7633. Available under: doi: 10.1002/1439-7633(20020104)3:1<54::AID-CBIC54>3.0.CO;2-2
BibTex
@article{Dussy2002-01-04Light-33843,
  year={2002},
  doi={10.1002/1439-7633(20020104)3:1<54::AID-CBIC54>3.0.CO;2-2},
  title={New Light-Sensitive Nucleosides for Caged DNA Strand Breaks},
  number={1},
  volume={3},
  issn={1439-4227},
  journal={ChemBioChem},
  pages={54--60},
  author={Dussy, Adrian and Meyer, Christoph and Quennet, Edith and Bickle, Thomas A. and Giese, Bernd and Marx, Andreas}
}
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