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Self-assembly of azaphthalocyanine-oligodeoxynucleotide conjugates into J-dimers: towards biomolecular logic gates

Identifikátory výsledku

  • Kód výsledku v IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F20%3A39916647" target="_blank" >RIV/00216275:25310/20:39916647 - isvavai.cz</a>

  • Výsledek na webu

    <a href="https://pubs.rsc.org/en/content/articlelanding/2020/QO/C9QO01364D#!divAbstract" target="_blank" >https://pubs.rsc.org/en/content/articlelanding/2020/QO/C9QO01364D#!divAbstract</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1039/c9qo01364d" target="_blank" >10.1039/c9qo01364d</a>

Alternativní jazyky

  • Jazyk výsledku

    angličtina

  • Název v původním jazyce

    Self-assembly of azaphthalocyanine-oligodeoxynucleotide conjugates into J-dimers: towards biomolecular logic gates

  • Popis výsledku v původním jazyce

    &quot;The formation of J-dimers is rarely reported in the scientific literature, even though these architectures often have important consequences for various applications. Octasubstituted azaphthalocyanines (AzaPcs) bearing dialkylamino substituents form very stable (K-D &gt; 10(10) M-1 in toluene) J-dimers by the coordination of the peripheral amino nitrogens to the central zinc(II) cation of the second molecule. For AzaPc 1, bearing N,N-diethylamino substituents, this self-assembly occurs even after the attachment of the AzaPcs to oligodeoxynucleotide (ODN) chains in buffers. The J-dimers of ODNs are stable even after hybridization with complementary antisense ODNs and can be dissociated only by exposure to coordinating molecules (e.g., pyridine). An ODN probe labeled with both fluorescein and AzaPc 1 formed a unique supramolecular assembly (F-ODN-1)(2) resembling the figure &quot;&quot;8&quot;&quot; in which the two end-labeled ODN chains are joined together at a central connection point. The connection is formed by a heterotetramer composed of the J-dimer of AzaPc 1 and two molecules of fluorescein where the fluorescence is highly quenched. The AzaPc J-dimer in this probe can be utilized as a dark quencher in real-time PCR assays and has quenching properties superior to those of AzaPcs that formed only the monomer. Additionally, the selective dissociation of the molecules in the heterotetramer by hybridization with an antisense strand or by the introduction of a coordinating molecule (pyridine) leads to changes in the absorption spectra and fluorescence intensities that were utilized in designing OR, AND, and NOT Boolean operators for biomolecular logic gates based on the combination of these two distinct switching mechanisms.&quot;

  • Název v anglickém jazyce

    Self-assembly of azaphthalocyanine-oligodeoxynucleotide conjugates into J-dimers: towards biomolecular logic gates

  • Popis výsledku anglicky

    &quot;The formation of J-dimers is rarely reported in the scientific literature, even though these architectures often have important consequences for various applications. Octasubstituted azaphthalocyanines (AzaPcs) bearing dialkylamino substituents form very stable (K-D &gt; 10(10) M-1 in toluene) J-dimers by the coordination of the peripheral amino nitrogens to the central zinc(II) cation of the second molecule. For AzaPc 1, bearing N,N-diethylamino substituents, this self-assembly occurs even after the attachment of the AzaPcs to oligodeoxynucleotide (ODN) chains in buffers. The J-dimers of ODNs are stable even after hybridization with complementary antisense ODNs and can be dissociated only by exposure to coordinating molecules (e.g., pyridine). An ODN probe labeled with both fluorescein and AzaPc 1 formed a unique supramolecular assembly (F-ODN-1)(2) resembling the figure &quot;&quot;8&quot;&quot; in which the two end-labeled ODN chains are joined together at a central connection point. The connection is formed by a heterotetramer composed of the J-dimer of AzaPc 1 and two molecules of fluorescein where the fluorescence is highly quenched. The AzaPc J-dimer in this probe can be utilized as a dark quencher in real-time PCR assays and has quenching properties superior to those of AzaPcs that formed only the monomer. Additionally, the selective dissociation of the molecules in the heterotetramer by hybridization with an antisense strand or by the introduction of a coordinating molecule (pyridine) leads to changes in the absorption spectra and fluorescence intensities that were utilized in designing OR, AND, and NOT Boolean operators for biomolecular logic gates based on the combination of these two distinct switching mechanisms.&quot;

Klasifikace

  • Druh

    J<sub>imp</sub> - Článek v periodiku v databázi Web of Science

  • CEP obor

  • OECD FORD obor

    10402 - Inorganic and nuclear chemistry

Návaznosti výsledku

  • Projekt

  • Návaznosti

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Ostatní

  • Rok uplatnění

    2020

  • Kód důvěrnosti údajů

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

Údaje specifické pro druh výsledku

  • Název periodika

    Organic Chemistry Frontiers

  • ISSN

    2052-4110

  • e-ISSN

  • Svazek periodika

    7

  • Číslo periodika v rámci svazku

    3

  • Stát vydavatele periodika

    GB - Spojené království Velké Británie a Severního Irska

  • Počet stran výsledku

    12

  • Strana od-do

    445-456

  • Kód UT WoS článku

    000511876900025

  • EID výsledku v databázi Scopus

    2-s2.0-85079294910