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

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.

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

• Original language: English
• Type of outcome: Article in a journal
• Field of Study: 10401 Organic chemistry
• Country of publisher: United Kingdom of Great Britain and Northern Ireland
• Confidentiality degree: is not subject to a state or trade secret
• WWW: 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
• Tags: rivok
• Tags: International impact, Reviewed

Abstract

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