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


Journal

Organic & biomolecular chemistry
ISSN: 1477-0539
Titre abrégé: Org Biomol Chem
Pays: England
ID NLM: 101154995

Informations de publication

Date de publication:
21 12 2022
Historique:
pubmed: 4 11 2022
medline: 23 12 2022
entrez: 3 11 2022
Statut: epublish

Résumé

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.

Identifiants

pubmed: 36326159
doi: 10.1039/d2ob01823c
doi:

Substances chimiques

Fluorescent Dyes 0
Xanthenes 0
Rose Bengal 1ZPG1ELY14
Fluorescein TPY09G7XIR

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

93-97

Auteurs

Marek Martínek (M)

RECETOX, Faculty of Science, Masaryk University, Kamenice 735/5, D29, 625 00 Brno-Bohunice, Czech Republic. sebej@recetox.muni.cz.
Department of Chemistry, Faculty of Science, Masaryk University, Kamenice 735/5, A08, 625 00 Brno-Bohunice, Czech Republic.

Lucie Ludvíková (L)

RECETOX, Faculty of Science, Masaryk University, Kamenice 735/5, D29, 625 00 Brno-Bohunice, Czech Republic. sebej@recetox.muni.cz.

Mária Šranková (M)

Institute of Medical Biochemistry and Laboratory Diagnostics, General University Hospital in Prague and 1st Faculty of Medicine, Charles University, Kateřinská 32, 121 08 Praha 2, Czech Republic.

Rafael Navrátil (R)

Department of Organic Chemistry, Faculty of Science, Charles University, Hlavova 2030/8, 128 43, Prague, Czech Republic.

Lucie Muchová (L)

Institute of Medical Biochemistry and Laboratory Diagnostics, General University Hospital in Prague and 1st Faculty of Medicine, Charles University, Kateřinská 32, 121 08 Praha 2, Czech Republic.

Jiří Huzlík (J)

Transport Research Centre (CDV), Líšeňská 33a, 636 00 Brno-Líšeň, Czech Republic.

Libor Vítek (L)

Institute of Medical Biochemistry and Laboratory Diagnostics, General University Hospital in Prague and 1st Faculty of Medicine, Charles University, Kateřinská 32, 121 08 Praha 2, Czech Republic.
4th Department of Internal Medicine, General University Hospital in Prague and 1st Faculty of Medicine, Charles University, Kateřinská 32, 121 08 Praha 2, Czech Republic.

Petr Klán (P)

RECETOX, Faculty of Science, Masaryk University, Kamenice 735/5, D29, 625 00 Brno-Bohunice, Czech Republic. sebej@recetox.muni.cz.
Department of Chemistry, Faculty of Science, Masaryk University, Kamenice 735/5, A08, 625 00 Brno-Bohunice, Czech Republic.

Peter Šebej (P)

RECETOX, Faculty of Science, Masaryk University, Kamenice 735/5, D29, 625 00 Brno-Bohunice, Czech Republic. sebej@recetox.muni.cz.

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Classifications MeSH