External complexation of BODIPYs by CB[7] improves in-cell fluorescence imaging

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60076658%3A12310%2F22%3A43904770" target="_blank" >RIV/60076658:12310/22:43904770 - isvavai.cz</a>

Výsledek na webu

<a href="https://pubs.rsc.org/en/content/articlepdf/2022/ma/d1ma00931a" target="_blank" >https://pubs.rsc.org/en/content/articlepdf/2022/ma/d1ma00931a</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/d1ma00931a" target="_blank" >10.1039/d1ma00931a</a>

Jazyk výsledku

angličtina

Název v původním jazyce

External complexation of BODIPYs by CB[7] improves in-cell fluorescence imaging

Popis výsledku v původním jazyce

Organic luminescent compounds with high emission properties play a crucial role in fluorescence labelling and optoelectronic devices. In this work, we prepared three water soluble BODIPY derivatives (B-4, B-5, and B-6) which are weakly fluorescent due to non-radiative relaxation pathways (charge transfer: CT or heavy atom effect). However, CB[7] significantly improves BODIPY fluorescence by similar to 10 fold for B-4, and by similar to 3 fold for B-5. The (TD)DFT analyses suggest that for B-4 and B-5, the CT state is blue-shifted as a result of the external binding of CB[7] near the pyridinium groups. This effect favoured a radiative decay through a locally-excited (LE) pi -&gt;pi* transition state of BODIPYs resulting in a CB[7]-induced emission increase in solution (and in the solid state), without compromising singlet-to-triplet intersystem crossing (ISC). The improved emission of the BODIPY center dot CB[7] complexes was used for the fluorescence imaging of U87 cells illustrating the relevance of this approach. These results suggest that BODIPY center dot CB[7] complexes could be used as theragnostic agents by combining fluorescence imaging and treatment by photodynamic therapy.

Název v anglickém jazyce

External complexation of BODIPYs by CB[7] improves in-cell fluorescence imaging

Popis výsledku anglicky

Organic luminescent compounds with high emission properties play a crucial role in fluorescence labelling and optoelectronic devices. In this work, we prepared three water soluble BODIPY derivatives (B-4, B-5, and B-6) which are weakly fluorescent due to non-radiative relaxation pathways (charge transfer: CT or heavy atom effect). However, CB[7] significantly improves BODIPY fluorescence by similar to 10 fold for B-4, and by similar to 3 fold for B-5. The (TD)DFT analyses suggest that for B-4 and B-5, the CT state is blue-shifted as a result of the external binding of CB[7] near the pyridinium groups. This effect favoured a radiative decay through a locally-excited (LE) pi -&gt;pi* transition state of BODIPYs resulting in a CB[7]-induced emission increase in solution (and in the solid state), without compromising singlet-to-triplet intersystem crossing (ISC). The improved emission of the BODIPY center dot CB[7] complexes was used for the fluorescence imaging of U87 cells illustrating the relevance of this approach. These results suggest that BODIPY center dot CB[7] complexes could be used as theragnostic agents by combining fluorescence imaging and treatment by photodynamic therapy.

Druh

J_SC - Článek v periodiku v databázi SCOPUS

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2022

Kód důvěrnosti údajů

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

Název periodika

Materials Advances

ISSN

2633-5409

e-ISSN

2633-5409

Svazek periodika

3

Číslo periodika v rámci svazku

1

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

7

Strana od-do

547-553

Kód UT WoS článku

000721888500001

EID výsledku v databázi Scopus

2-s2.0-85122886799