Login for students

Login for employees

Publication detail

Tetrathiafulvalene-Labelled Nucleosides and Nucleoside Triphosphates: Synthesis, Electrochemistry and the Scope of Their Polymerase Incorporation into DNA
Authors: Riedl Jan | Horáková Petra | Šebest Peter | Pohl Radek | Havran Luděk | Fojta Miroslav | Hocek Michal
Year: 2009
Type of publication: článek v odborném periodiku
Name of source: European Journal of Organic Chemistry
Publisher name: Wiley-VCH
Place: Weinheim
Page from-to: 3519-3525
Titles:
Language Name Abstract Keywords
cze Pyrimidiny (U a C) substituované v pozici 5 a 7-deazapuriny (7-deazaA a 7-deazaG) substituované v pozici 7 nesoucí tetrathiafulvelen (TTF) připojený pomocí acetylenového linkeru byly připraveny Sonogashira cross-coupling reakcí příslušných 5- nebo 7-iodo derivátů nukleosidů s 2-ethynyltetrathiafulvalenem. Následnou trifosforylací byly získány odpovídajícíc nukleosidtrifosfáty (dNTPs). Ty byly studovány elektrochemicky a inkorporovány do řetězce DNA.
eng Tetrathiafulvalene-Labelled Nucleosides and Nucleoside Triphosphates: Synthesis, Electrochemistry and the Scope of Their Polymerase Incorporation into DNA 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 to two 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. nucleosides;nucleotides;nucleic acids;cross-coupling;DNA polymerase;tetrathiafulvalene

Departments

Other Parts

Map

en.mapy.cz

Services

Popular Links

© 2023 University of Pardubice, Studentská 95, 532 10 Pardubice 2
Phone: +420 466 036 111, 466 036 112, 466 036 113
Webmaster, RSS
Data box ID: f5vj9hu
Accessibility Statement
CC BY-NC-ND 4.0Creative CommonsAttributionNonCommercialNoDerivatives