Tetrathiafulvalene-Labelled Nucleosides and Nucleoside Triphosphates: Synthesis, Electrochemistry and the Scope of Their Polymerase Incorporation into DNA
Identifikátory výsledku
Kód výsledku v 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>
Výsledek na webu
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DOI - Digital Object Identifier
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Alternativní jazyky
Jazyk výsledku
angličtina
Název v původním jazyce
Tetrathiafulvalene-Labelled Nucleosides and Nucleoside Triphosphates: Synthesis, Electrochemistry and the Scope of Their Polymerase Incorporation into DNA
Popis výsledku v původním jazyce
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.
Název v anglickém jazyce
Tetrathiafulvalene-Labelled Nucleosides and Nucleoside Triphosphates: Synthesis, Electrochemistry and the Scope of Their Polymerase Incorporation into DNA
Popis výsledku anglicky
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.
Klasifikace
Druh
J<sub>x</sub> - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)
CEP obor
CG - Elektrochemie
OECD FORD obor
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Návaznosti výsledku
Projekt
<a href="/cs/project/LC06035" target="_blank" >LC06035: Centrum biofyzikální chemie, bioelektrochemie a bioanalýzy. Nové nástroje pro genomiku, proteomiku a biomedicínu.</a><br>
Návaznosti
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Ostatní
Rok uplatnění
2009
Kód důvěrnosti údajů
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Údaje specifické pro druh výsledku
Název periodika
European Journal of Organic Chemistry
ISSN
1434-193X
e-ISSN
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Svazek periodika
2009
Číslo periodika v rámci svazku
21
Stát vydavatele periodika
DE - Spolková republika Německo
Počet stran výsledku
7
Strana od-do
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Kód UT WoS článku
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EID výsledku v databázi Scopus
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