Methoxyphenol and Dihydrobenzofuran as Oxidizable Labels for
Electrochemical Detection of DNA

J 2014

Methoxyphenol and Dihydrobenzofuran as Oxidizable Labels for Electrochemical Detection of DNA

SIMONOVA, Anna, Jarmila BÁLINTOVÁ, Radek POHL, Luděk HAVRAN, Miroslav FOJTA et. al.

Basic information

Original name

Methoxyphenol and Dihydrobenzofuran as Oxidizable Labels for Electrochemical Detection of DNA

Authors

SIMONOVA, Anna (203 Czech Republic), Jarmila BÁLINTOVÁ (203 Czech Republic), Radek POHL (203 Czech Republic), Luděk HAVRAN (203 Czech Republic), Miroslav FOJTA (203 Czech Republic, guarantor, belonging to the institution) and Michal HOCEK (203 Czech Republic)

Edition

CHEMPLUSCHEM, Weinheim, Wiley - Verlag Chemie, 2014, 2192-6506

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10405 Electrochemistry

Country of publisher

Germany

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 3.026

RIV identification code

RIV/00216224:14740/14:00074406

Organization unit

Central European Institute of Technology

DOI

http://dx.doi.org/10.1002/cplu.201402194

UT WoS

000345633900005

Keywords in English

DNA; electrochemistry; nucleotides; polymerase chain reactions; redox labeling

Abstract

V originále

4-Hydroxy-3-methoxyphenyl (MOP) and 2,3-dihydrobenzofuran-5-yl (DHB) groups were tested as potential new oxidizable labels for electrochemical detection of DNA. The corresponding 5-aryl-cytosine and 7-aryl-7-deazaadenine 2-deoxyribonucleoside triphosphates (dNTPs) were prepared by the Suzuki coupling of halogenated dNTPs or by triphosphorylation of modified nucleosides, and were incorporated enzymatically into DNA by polymerase. In parallel, the electrochemical behavior of the labeled nucleosides, nucleotides, and DNA was studied to show that most of them give analytically useful signals of oxidation on the carbon electrode. Particularly, MOP appears to be a useful oxidizable DNA label since it offers independent detection of the modified DNA.

Links

GBP206/12/G151, research and development project

Name: Centrum nových přístupů k bioanalýze a molekulární diagnostice

Citovat

SIMONOVA, Anna, Jarmila BÁLINTOVÁ, Radek POHL, Luděk HAVRAN, Miroslav FOJTA and Michal HOCEK. Methoxyphenol and Dihydrobenzofuran as Oxidizable Labels for Electrochemical Detection of DNA. CHEMPLUSCHEM. Weinheim: Wiley - Verlag Chemie, 2014, vol. 79, No 12, p. 1703-1712. ISSN 2192-6506. Available from: https://dx.doi.org/10.1002/cplu.201402194.

@article{1227612,
   author = {Simonova, Anna and Bálintová, Jarmila and Pohl, Radek and Havran, Luděk and Fojta, Miroslav and Hocek, Michal},
   article_location = {Weinheim},
   article_number = {12},
   doi = {http://dx.doi.org/10.1002/cplu.201402194},
   keywords = {DNA; electrochemistry; nucleotides; polymerase chain reactions; redox labeling},
   language = {eng},
   issn = {2192-6506},
   journal = {CHEMPLUSCHEM},
   title = {Methoxyphenol and Dihydrobenzofuran as Oxidizable Labels for Electrochemical Detection of DNA},
   url = {http://onlinelibrary.wiley.com/doi/10.1002/cplu.201402194/full},
   volume = {79},
   year = {2014}
}

TY  - JOUR
ID  - 1227612
AU  - Simonova, Anna - Bálintová, Jarmila - Pohl, Radek - Havran, Luděk - Fojta, Miroslav - Hocek, Michal
PY  - 2014
TI  - Methoxyphenol and Dihydrobenzofuran as Oxidizable Labels for Electrochemical Detection of DNA
JF  - CHEMPLUSCHEM
VL  - 79
IS  - 12
SP  - 1703-1712
EP  - 1703-1712
PB  - Wiley - Verlag Chemie
SN  - 21926506
KW  - DNA
KW  - electrochemistry
KW  - nucleotides
KW  - polymerase chain reactions
KW  - redox labeling
UR  - http://onlinelibrary.wiley.com/doi/10.1002/cplu.201402194/full
L2  - http://onlinelibrary.wiley.com/doi/10.1002/cplu.201402194/full
N2  - 4-Hydroxy-3-methoxyphenyl (MOP) and 2,3-dihydrobenzofuran-5-yl (DHB) groups were tested as potential new oxidizable labels for electrochemical detection of DNA. The corresponding 5-aryl-cytosine and 7-aryl-7-deazaadenine 2-deoxyribonucleoside triphosphates (dNTPs) were prepared by the Suzuki coupling of halogenated dNTPs or by triphosphorylation of modified nucleosides, and were incorporated enzymatically into DNA by polymerase. In parallel, the electrochemical behavior of the labeled nucleosides, nucleotides, and DNA was studied to show that most of them give analytically useful signals of oxidation on the carbon electrode. Particularly, MOP appears to be a useful oxidizable DNA label since it offers independent detection of the modified DNA.
ER  -

SIMONOVA, Anna, Jarmila BÁLINTOVÁ, Radek POHL, Luděk HAVRAN, Miroslav FOJTA and Michal HOCEK. Methoxyphenol and Dihydrobenzofuran as Oxidizable Labels for Electrochemical Detection of DNA. \textit{CHEMPLUSCHEM}. Weinheim: Wiley - Verlag Chemie, 2014, vol.~79, No~12, p.~1703-1712. ISSN~2192-6506. Available from: https://dx.doi.org/10.1002/cplu.201402194.

Detailed Information on Publication Record