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

Result code in 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>

Result on the web

<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>

Result language

angličtina

Original language name

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

Original language description

&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;

Czech name

—

Czech description

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Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10402 - Inorganic and nuclear chemistry

Project

—

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2020

Confidentiality

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

Name of the periodical

Organic Chemistry Frontiers

ISSN

2052-4110

e-ISSN

—

Volume of the periodical

7

Issue of the periodical within the volume

3

Country of publishing house

GB - UNITED KINGDOM

Number of pages

12

Pages from-to

445-456

UT code for WoS article

000511876900025

EID of the result in the Scopus database

2-s2.0-85079294910