Communication

Aminophenyl- and Nitrophenyl-Labeled Nucleoside Triphosphates: Synthesis, Enzymatic Incorporation, and Electrochemical Detection†

  1. Hana Cahová2,
  2. Luděk Havran Dr.1,
  3. Petra Brázdilová1,
  4. Hana Pivoňková Dr.1,
  5. Radek Pohl Dr.2,
  6. Miroslav Fojta Prof. Dr.1,
  7. Michal Hocek Prof. Dr.2

Article first published online: 7 FEB 2008

DOI: 10.1002/anie.200705088

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 47, Issue 11, pages 2059–2062, February 28, 2008

Additional Information

How to Cite

Cahová, H., Havran, L., Brázdilová, P., Pivoňková, H., Pohl, R., Fojta, M. and Hocek, M. (2008), Aminophenyl- and Nitrophenyl-Labeled Nucleoside Triphosphates: Synthesis, Enzymatic Incorporation, and Electrochemical Detection. Angew. Chem. Int. Ed., 47: 2059–2062. doi: 10.1002/anie.200705088

Author Information

  1. 1

    Institute of Biophysics, v.v.i. Academy of Sciences of the Czech Republic, Kralovopolska 135, 61265 Brno, Czech Republic, Fax: (+420) 5-4121-1293 http://www.ibp.cz/labs/LBCMO/

  2. 2

    Institute of Organic Chemistry and Biochemistry, v.v.i. Academy of Sciences of the Czech Republic, Gilead Sciences & IOCB Research Center, Flemingovo nam. 2, 16610 Prague 6, Czech Republic, Fax: (+420) 2-2018-3559 http://www.uochb.cas.cz/hocekgroup

  1. †

    This work is part of the research projects Z4 055 0506 and Z5 004 0507. It was supported by the Grant Agency of the Czech Republic (203/05/0043, 203/07/1195), the Ministry of Education (LC512, LC06035), and Gilead Sciences, Inc. (Foster City, CA, USA).

Publication History

  1. Issue published online: 22 FEB 2008
  2. Article first published online: 7 FEB 2008
  3. Manuscript Received: 3 NOV 2007

Funded by

  • Grant Agency of the Czech Republic. Grant Numbers: 203/05/0043, 203/07/1195
  • Ministry of Education. Grant Numbers: LC512, LC06035
  • Gilead Sciences, Inc. (Foster City, CA, USA)

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Keywords:

  • DNA;
  • electrochemistry;
  • nucleobases;
  • nucleosides;
  • oligonucleotides
Thumbnail image of graphical abstract

Primer extension is used to incorporate labeled nucleoside triphosphates into oligonucleotides (ONs). Aminophenyl and nitrophenyl modifications serve as electrochemical labels that are detectable by either oxidation or reduction, respectively (see representation of the ON double strand and redox curves). The redox potentials of the labels differ depending on the nucleobase and respond to incorporation into ONs.

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