Aminophenyl- and Nitrophenyl-Labeled Nucleoside Triphosphates: Synthesis, Enzymatic Incorporation, and Electrochemical Detection†
Hana Cahová
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
Search for more papers by this authorLuděk Havran Dr.
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/
Search for more papers by this authorPetra Brázdilová
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/
Search for more papers by this authorHana Pivoňková Dr.
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/
Search for more papers by this authorRadek Pohl Dr.
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
Search for more papers by this authorMiroslav Fojta Prof. Dr.
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/
Search for more papers by this authorMichal Hocek Prof. Dr.
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
Search for more papers by this authorHana Cahová
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
Search for more papers by this authorLuděk Havran Dr.
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/
Search for more papers by this authorPetra Brázdilová
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/
Search for more papers by this authorHana Pivoňková Dr.
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/
Search for more papers by this authorRadek Pohl Dr.
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
Search for more papers by this authorMiroslav Fojta Prof. Dr.
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/
Search for more papers by this authorMichal Hocek Prof. Dr.
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
Search for more papers by this authorThis 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).
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.
Supporting Information
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