Common xanthene fluorescent dyes are visible-light activatable
CO-releasing molecules

J 2023

Common xanthene fluorescent dyes are visible-light activatable CO-releasing molecules

MARTÍNEK, Marek, Lucie LUDVÍKOVÁ, Mária ŠRANKOVÁ, Rafael NAVRÁTIL, Lucie MUCHOVÁ et. al.

Basic information

Original name

Common xanthene fluorescent dyes are visible-light activatable CO-releasing molecules

Authors

MARTÍNEK, Marek (203 Czech Republic, belonging to the institution), Lucie LUDVÍKOVÁ (203 Czech Republic, belonging to the institution), Mária ŠRANKOVÁ, Rafael NAVRÁTIL, Lucie MUCHOVÁ, Jiří HUZLÍK, Libor VÍTEK (203 Czech Republic), Petr KLÁN (203 Czech Republic, guarantor, belonging to the institution) and Peter ŠEBEJ (703 Slovakia, belonging to the institution)

Edition

Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2023, 1477-0520

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10401 Organic chemistry

Country of publisher

United Kingdom of Great Britain and Northern Ireland

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 3.200 in 2022

RIV identification code

RIV/00216224:14310/23:00130825

Organization unit

Faculty of Science

DOI

http://dx.doi.org/10.1039/d2ob01823c

UT WoS

000878214700001

Keywords in English

CARBON-MONOXIDE; QUANTUM YIELD; EOSIN-Y; PHOTOCHEMISTRY; OXYGEN; PHOTODEGRADATION; ANGIOGRAPHY; MECHANISM

Abstract

V originále

Fluorescein, eosin Y, and rose bengal are dyes used in clinical medicine and considered (photo-)chemically stable. Upon extensive irradiation with visible light in aqueous solutions, we found that these compounds release carbon monoxide (CO) - a bioactive gasotransmitter - in 40-100% yields along with the production of low-mass secondary photoproducts, such as phthalic and formic acids, in a multistep degradation process. Such photochemistry should be considered in applications of these dyes, and they could also be utilized as visible-light activatable CO-releasing molecules (photoCORMs) with biological implications.

Links

EF17_043/0009632, research and development project

Name: CETOCOEN Excellence

GJ20-30004Y, research and development project

Name: Nové strukturní motivy pro rozšíření možností lineárních polymethinových barviv

Investor: Czech Science Foundation

LM2018121, research and development project

Name: Výzkumná infrastruktura RECETOX (Acronym: RECETOX RI)

Investor: Ministry of Education, Youth and Sports of the CR, RECETOX RI

857560, interní kód MU
(CEP code: EF17_043/0009632)

Name: CETOCOEN Excellence (Acronym: CETOCOEN Excellence)

Investor: European Union, Spreading excellence and widening participation

Citovat

MARTÍNEK, Marek, Lucie LUDVÍKOVÁ, Mária ŠRANKOVÁ, Rafael NAVRÁTIL, Lucie MUCHOVÁ, Jiří HUZLÍK, Libor VÍTEK, Petr KLÁN and Peter ŠEBEJ. Common xanthene fluorescent dyes are visible-light activatable CO-releasing molecules. Organic and Biomolecular Chemistry. Royal Society of Chemistry, 2023, vol. 21, No 1, p. 93-97. ISSN 1477-0520. Available from: https://dx.doi.org/10.1039/d2ob01823c.

@article{2285197,
   author = {Martínek, Marek and Ludvíková, Lucie and Šranková, Mária and Navrátil, Rafael and Muchová, Lucie and Huzlík, Jiří and Vítek, Libor and Klán, Petr and Šebej, Peter},
   article_number = {1},
   doi = {http://dx.doi.org/10.1039/d2ob01823c},
   keywords = {CARBON-MONOXIDE; QUANTUM YIELD; EOSIN-Y; PHOTOCHEMISTRY; OXYGEN; PHOTODEGRADATION; ANGIOGRAPHY; MECHANISM},
   language = {eng},
   issn = {1477-0520},
   journal = {Organic and Biomolecular Chemistry},
   title = {Common xanthene fluorescent dyes are visible-light activatable CO-releasing molecules},
   url = {https://pubs.rsc.org/en/content/articlelanding/2023/OB/D2OB01823C},
   volume = {21},
   year = {2023}
}

TY  - JOUR
ID  - 2285197
AU  - Martínek, Marek - Ludvíková, Lucie - Šranková, Mária - Navrátil, Rafael - Muchová, Lucie - Huzlík, Jiří - Vítek, Libor - Klán, Petr - Šebej, Peter
PY  - 2023
TI  - Common xanthene fluorescent dyes are visible-light activatable CO-releasing molecules
JF  - Organic and Biomolecular Chemistry
VL  - 21
IS  - 1
SP  - 93-97
EP  - 93-97
PB  - Royal Society of Chemistry
SN  - 14770520
KW  - CARBON-MONOXIDE
KW  - QUANTUM YIELD
KW  - EOSIN-Y
KW  - PHOTOCHEMISTRY
KW  - OXYGEN
KW  - PHOTODEGRADATION
KW  - ANGIOGRAPHY
KW  - MECHANISM
UR  - https://pubs.rsc.org/en/content/articlelanding/2023/OB/D2OB01823C
N2  - Fluorescein, eosin Y, and rose bengal are dyes used in clinical medicine and considered (photo-)chemically stable. Upon extensive irradiation with visible light in aqueous solutions, we found that these compounds release carbon monoxide (CO) - a bioactive gasotransmitter - in 40-100% yields along with the production of low-mass secondary photoproducts, such as phthalic and formic acids, in a multistep degradation process. Such photochemistry should be considered in applications of these dyes, and they could also be utilized as visible-light activatable CO-releasing molecules (photoCORMs) with biological implications.
ER  -

MARTÍNEK, Marek, Lucie LUDVÍKOVÁ, Mária ŠRANKOVÁ, Rafael NAVRÁTIL, Lucie MUCHOVÁ, Jiří HUZLÍK, Libor VÍTEK, Petr KLÁN and Peter ŠEBEJ. Common xanthene fluorescent dyes are visible-light activatable CO-releasing molecules. \textit{Organic and Biomolecular Chemistry}. Royal Society of Chemistry, 2023, vol.~21, No~1, p.~93-97. ISSN~1477-0520. Available from: https://dx.doi.org/10.1039/d2ob01823c.

Detailed Information on Publication Record