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Synthesis of nucleosides and dNTPs bearing oligopyridine ligands linked through an octadiyne tether, their incorporation into DNA and complexation with transition metal cations

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F13%3A10126893" target="_blank" >RIV/00216208:11310/13:10126893 - isvavai.cz</a>

  • Alternative codes found

    RIV/61388963:_____/13:00391779

  • Result on the web

    <a href="http://dx.doi.org/10.1039/c2ob26881g" target="_blank" >http://dx.doi.org/10.1039/c2ob26881g</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1039/c2ob26881g" target="_blank" >10.1039/c2ob26881g</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis of nucleosides and dNTPs bearing oligopyridine ligands linked through an octadiyne tether, their incorporation into DNA and complexation with transition metal cations

  • Original language description

    Modified nucleosides (dA(R)s and dC(R)s) bearing bipyridine or terpyridine ligands attached through an octadiyne linker were prepared by single-step aqueous-phase Sonogashira cross-coupling of 7-iodo-7-deaza-2'-deoxyadenosine and 5-iodo-2'-deoxycytidinewith the corresponding bipyridine- or terpyridine-octadiynes and were triphosphorylated to the corresponding nucleoside triphosphates (dA(R)TPs and dC(R)TPs). The modified dN(R)TPs were successfully incorporated into the oligonucleotides by primer extension experiment (PEX) using different DNA polymerases and the PEX products were used for post-synthetic complexation with divalent metal cations. The complexation of these DNAs containing flexibly-tethered ligands was compared with the previously reportedones bearing rigid acetylene-linked ligands suggesting the possible formation of both inter- and intra-strand complexes with Ni2+ or Fe2+.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    <a href="/en/project/GA203%2F09%2F0317" target="_blank" >GA203/09/0317: Construction of novel functional nucleic acids for applications in chemical biology, catalysis and self assembly.</a><br>

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2013

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Organic and Biomolecular Chemistry

  • ISSN

    1477-0520

  • e-ISSN

  • Volume of the periodical

    11

  • Issue of the periodical within the volume

    1

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    12

  • Pages from-to

    78-89

  • UT code for WoS article

    000311974300011

  • EID of the result in the Scopus database