J 2020

Cyanine-Flavonol Hybrids for Near-Infrared Light-Activated Delivery of Carbon Monoxide

ŠTACKOVÁ, Lenka, Marina RUSSO, Lucie MUCHOVA, Vojtěch OREL, Libor VITEK et. al.

Basic information

Original name

Cyanine-Flavonol Hybrids for Near-Infrared Light-Activated Delivery of Carbon Monoxide

Authors

ŠTACKOVÁ, Lenka (203 Czech Republic, belonging to the institution), Marina RUSSO (380 Italy, belonging to the institution), Lucie MUCHOVA (203 Czech Republic), Vojtěch OREL (203 Czech Republic, belonging to the institution), Libor VITEK, Peter ŠTACKO (703 Slovakia, belonging to the institution) and Petr KLÁN (203 Czech Republic, guarantor, belonging to the institution)

Edition

Chemistry - A European Journal, Weinheim, Wiley, 2020, 0947-6539

Other information

Language

English

Type of outcome

Article in a journal

Country of publisher

Germany

Confidentiality degree

is not subject to a state or trade secret

References:

RIV identification code

RIV/00216224:14310/20:00114565

Organization

Přírodovědecká fakulta – Repository – Repository

UT WoS

000565727700001

EID Scopus

2-s2.0-85090219511

Keywords in English

CO release; cyanine; near-infrared light; photoCORM; photorelease

Links

EF17_043/0009632, research and development project. GA18-12477S, research and development project. 6SA17811, interní kód Repo. 857560, interní kód Repo. RECETOX RI, large research infrastructures. CIISB II, large research infrastructures.
Changed: 3/6/2025 00:50, RNDr. Daniel Jakubík

Abstract

V originále

Carbon monoxide (CO) is an endogenous signaling molecule that controls a number of physiological processes. To circumvent the inherent toxicity of CO, light-activated CO-releasing molecules (photoCORMs) have emerged as an alternative for its administration. However, their wider application requires photoactivation using biologically benign visible and near-infrared (NIR) light. In this work, a strategy to access such photoCORMs by fusing two CO-releasing flavonol moieties with a NIR-absorbing cyanine dye is presented. These hybrids liberate two molecules of CO in high chemical yields upon activation with NIR light up to 820 nm and exhibit excellent uncaging cross-sections, which surpass the state-of-the-art by two orders of magnitude. Furthermore, the biocompatibility and applicability of the system in vitro and in vivo are demonstrated, and a mechanism of CO release is proposed. It is hoped that this strategy will stimulate the discovery of new classes of photoCORMs and accelerate the translation of CO-based phototherapy into practice.

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