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Lipid-linked nucleoside triphosphates for enzymatic synthesis of hydrophobic oligonucleotides with enhanced membrane anchoring efficiency

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F23%3A00571288" target="_blank" >RIV/61388963:_____/23:00571288 - isvavai.cz</a>

  • Alternative codes found

    RIV/00216208:11310/23:10467090

  • Result on the web

    <a href="https://doi.org/10.1039/D2SC06718H" target="_blank" >https://doi.org/10.1039/D2SC06718H</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1039/d2sc06718h" target="_blank" >10.1039/d2sc06718h</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Lipid-linked nucleoside triphosphates for enzymatic synthesis of hydrophobic oligonucleotides with enhanced membrane anchoring efficiency

  • Original language description

    We designed and synthesized a series of 2'-deoxyribonucleoside triphosphates (dNTPs) bearing various lipid moieties. Fatty acid- and cholesterol-modified dNTPs proved to be substrates for KOD XL DNA polymerase in primer extension reactions. They were also mutually compatible for simultaneous multiple incorporations into the DNA strand. The methodology of enzymatic synthesis opened a pathway to diverse structurally unique lipid-ON probes containing one or more lipid units. We studied interactions of such probes with the plasma membranes of live cells. Employing a rational design, we found a series of lipid-ONs with enhanced membrane anchoring efficiency. The in-membrane stability of multiply modified ONs was superior to that of commonly studied ON analogues, in which a single cholesterol molecule is typically tethered to the thread end. Notably, some of the probes were detected at the cell surface even after 24 h upon removal of the probe solution. Such an effect was general to several studied cell lines.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

    <a href="/en/project/GX20-00885X" target="_blank" >GX20-00885X: Novel Functionalized (Bio)polymers Based on DNA Display of Small Molecules</a><br>

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2023

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Chemical Science

  • ISSN

    2041-6520

  • e-ISSN

    2041-6539

  • Volume of the periodical

    14

  • Issue of the periodical within the volume

    15

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    11

  • Pages from-to

    4059-4069

  • UT code for WoS article

    000961816400001

  • EID of the result in the Scopus database

    2-s2.0-85152106327