Elsevier

Tetrahedron

Volume 53, Issue 15, 14 April 1997, Pages 5485-5492
Tetrahedron

Synthesis of fluorescent probes for the detection of abasic sites in DNA

https://doi.org/10.1016/S0040-4020(97)00235-4Get rights and content

Abstract

The three luminescent molecules 1–3 were prepared as highly sensitive and specific probes for the quantification of a major DNA lesion, the abasic site. These molecules incorporate in their structure the reactive oxyamino function linked to the Dansyl or Lissamine-Rhodamine fluorophores through amido or polyether chains.

The title molecules 1–3 have been prepared to titrate a major DNA lesion, the abasic site.

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References (24)

  • T. Lindahl et al.

    Biochemistry

    (1972)
  • B. Singer et al.

    Molecular Biology of Mutagens and Carcinogens

  • G.M. Myles et al.

    Chem. Res. Toxicol.

    (1989)
  • A. Sancar

    Ann. Rev. Genetics

    (1995)
  • R.D. Wood

    Ann. Rev. Biochem.

    (1996)
  • A. Sancar

    Ann. Rev. Biochem.

    (1996)
  • S. Boiteux et al.

    Biochemistry

    (1982)
  • L.A. Loeb et al.

    Ann. Rev. Genetics

    (1986)
  • I. Goljer et al.

    Biochemistry

    (1992)
  • M. Talpaert-Borlé et al.

    Biochim. Biophys. Acta

    (1983)
  • Talpaert-Borlé, M.; Liuzzi.M. 1984, European patent application, no...
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