Azidophenyl as a click-transformable redox label of DNA suitable for electrochemical detection of DNA-protein interactions

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F15%3A10294869" target="_blank" >RIV/00216208:11310/15:10294869 - isvavai.cz</a>
Alternative codes found
RIV/68081707:_____/15:00443133 RIV/61388963:_____/15:00443133 RIV/00216224:14740/15:00081385
Result on the web
<a href="http://dx.doi.org/10.1039/c4sc01906g" target="_blank" >http://dx.doi.org/10.1039/c4sc01906g</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/c4sc01906g" target="_blank" >10.1039/c4sc01906g</a>

Result language
angličtina
Original language name
Azidophenyl as a click-transformable redox label of DNA suitable for electrochemical detection of DNA-protein interactions
Original language description
New redox labelling of DNA by an azido group which can be chemically transformed to nitrophenyltriazole or silenced to phenyltriazole was developed and applied to the electrochemical detection of DNA-protein interactions. 5-(4-Azidophenyl)-2'-deoxycytidine and 7-(4-azidophenyl)-7-deaza-2'-deoxyadenosine nucleosides were prepared by aqueous-phase Suzuki cross-coupling and converted to nucleoside triphosphates (dNTPs) which served as substrates for incorporation into DNA by DNA polymerase. The azidophenyl-modified nucleotides and azidophenyl-modified DNA gave a strong signal in voltammetric studies, at -0.9 V, due to reduction of the azido function. The Cu-catalyzed click reaction of azidophenyl-modified nucleosides or azidophenyl-modified DNA with 4-nitrophenylacetylene gave nitrophenyl-substituted triazoles, exerting a reduction peak at -0.4 V under voltammetry, whereas the click reaction with phenylacetylene gave electrochemically silent phenyltriazoles. The transformation of the azid
Czech name
—
Czech description
—

Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
—

Project
<a href="/en/project/GBP206%2F12%2FG151" target="_blank" >GBP206/12/G151: Center of novel approaches to bioanalysis and molecular diagnostics</a><br>
Continuities
S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2015
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Similar results(10)