Tetrathiafulvalene-Labelled Nucleosides and Nucleoside Triphosphates: Synthesis, Electrochemistry and the Scope of Their Polymerase Incorporation into DNA

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F09%3A00009576" target="_blank" >RIV/00216275:25310/09:00009576 - isvavai.cz</a>

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Tetrathiafulvalene-Labelled Nucleosides and Nucleoside Triphosphates: Synthesis, Electrochemistry and the Scope of Their Polymerase Incorporation into DNA

Original language description

The title 5-substituted pyrimidines (U and C) and 7-substituted 7-deazapurines (7-deazaA and 7-deazaG) bearing tetrathiafulvelene (TTF) attached through an acetylene linker have been prepared by cross-coupling of the corresponding 5- or 7-iodo derivatives of nucleosides with 2-ethynyltetrathiafulvalene. Their subsequent triphosphorylation gave the corresponding nucleoside triphosphates (dNTPs). Square-wave voltammetry of the TTF-labelled nucleosides and nucleotides showed two peaks, which correspond totwo reversible one-electron redox processes in the TTF moiety. Polymerase incorporation of the TTF-labelled dNTPs into DNA has also been studied. Multiple incorporations were rather problematic and only by using dCTTFTP was efficient primer extension observed with Vent (exo-)polymerase. Single nucleotide extension was successful with labelled A (dA*TTFTP) and C (dCTTFTP) nucleotides. Inhibition of the polymerase was observed at higher concentrations of dNTTFTPs.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CG - Electrochemistry

OECD FORD branch

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Project

<a href="/en/project/LC06035" target="_blank" >LC06035: Centre of Biophysical Chemistry, Bioelectrochemistry and Bioanalysis. New Tools for Genomics, Proteomics and Biomedicine.</a><br>

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2009

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

European Journal of Organic Chemistry

ISSN

1434-193X

e-ISSN

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Volume of the periodical

2009

Issue of the periodical within the volume

21

Country of publishing house

DE - GERMANY

Number of pages

7

Pages from-to

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UT code for WoS article

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EID of the result in the Scopus database

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