Consequences of isosteric replacement of benzene for pyrazine in phthalocyanines

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11160%2F22%3A10458592" target="_blank" >RIV/00216208:11160/22:10458592 - isvavai.cz</a>

Výsledek na webu

<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=PxqO~GzPhD" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=PxqO~GzPhD</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1142/S1088424622300038" target="_blank" >10.1142/S1088424622300038</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Consequences of isosteric replacement of benzene for pyrazine in phthalocyanines

Popis výsledku v původním jazyce

Tetrapyrazinoporphyrazines (TPyzPzs) likely represent the most investigated group of azaanalogs of phthalocyanines. This review highlights the author&apos;s contributions in this field and summarizes the most important features of these interesting macrocycles with the aim of emphasizing the differences from the parent phthalocyanines. In particular, uniqueness in synthesis, spectral, photophysical and electrochemical properties are discussed. Thanks to systematic investigation of intramolecular charge transfer with TPyzPzs as electron acceptors, detailed structure-activity relationships of this ultrafast quenching process have been disclosed. This opened the door for the use of TPyzPzs as fluorescence sensors and quenchers in oligodeoxynucleotide probes, the latter being unique for TPyzPzs, which have not been investigated with phthalocyanines. These two applications seem to be much more suitable for TPyzPzs than photodynamic therapy, where the phthalocyanines typically have superior in vitro activities.

Název v anglickém jazyce

Consequences of isosteric replacement of benzene for pyrazine in phthalocyanines

Popis výsledku anglicky

Tetrapyrazinoporphyrazines (TPyzPzs) likely represent the most investigated group of azaanalogs of phthalocyanines. This review highlights the author&apos;s contributions in this field and summarizes the most important features of these interesting macrocycles with the aim of emphasizing the differences from the parent phthalocyanines. In particular, uniqueness in synthesis, spectral, photophysical and electrochemical properties are discussed. Thanks to systematic investigation of intramolecular charge transfer with TPyzPzs as electron acceptors, detailed structure-activity relationships of this ultrafast quenching process have been disclosed. This opened the door for the use of TPyzPzs as fluorescence sensors and quenchers in oligodeoxynucleotide probes, the latter being unique for TPyzPzs, which have not been investigated with phthalocyanines. These two applications seem to be much more suitable for TPyzPzs than photodynamic therapy, where the phthalocyanines typically have superior in vitro activities.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

30104 - Pharmacology and pharmacy

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2022

Kód důvěrnosti údajů

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

Název periodika

Journal of Porphyrins and Phthalocyanines

ISSN

1088-4246

e-ISSN

1099-1409

Svazek periodika

26

Číslo periodika v rámci svazku

12

Stát vydavatele periodika

FR - Francouzská republika

Počet stran výsledku

18

Strana od-do

765-782

Kód UT WoS článku

000849625600001

EID výsledku v databázi Scopus

2-s2.0-85137406261