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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