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Cyanine–flavonol hybrids as NIR-light activatable carbon monoxide donors in methanol and aqueous solutions


Yang, Qiuyun; Muchová, Lucie; Štacková, Lenka; Stacko, Peter; Šindelář, Vladimir; Vítek, Libor; Klán, Petr (2022). Cyanine–flavonol hybrids as NIR-light activatable carbon monoxide donors in methanol and aqueous solutions. Chemical Communications, 58(64):8958-8961.

Abstract

Here we report on carbon monoxide-photoreleasable compounds (photoCORMs) that combine heptamethine cyanine and flavonol chromophores and are activated upon irradiation with near-infrared light. Excellent CO-release yields and uncaging cross sections in aqueous solutions, enhanced water solubilities thanks to polar substituents or a host-guest approach using cucurbit[7]uril are demonstrated. The hybrids display outstanding biocompatibility and diverse, structure-dependent cell penetrability and internalization.

Abstract

Here we report on carbon monoxide-photoreleasable compounds (photoCORMs) that combine heptamethine cyanine and flavonol chromophores and are activated upon irradiation with near-infrared light. Excellent CO-release yields and uncaging cross sections in aqueous solutions, enhanced water solubilities thanks to polar substituents or a host-guest approach using cucurbit[7]uril are demonstrated. The hybrids display outstanding biocompatibility and diverse, structure-dependent cell penetrability and internalization.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Scopus Subject Areas:Physical Sciences > Catalysis
Physical Sciences > Electronic, Optical and Magnetic Materials
Physical Sciences > Ceramics and Composites
Physical Sciences > General Chemistry
Physical Sciences > Surfaces, Coatings and Films
Physical Sciences > Metals and Alloys
Physical Sciences > Materials Chemistry
Uncontrolled Keywords:Materials Chemistry, Metals and Alloys, Surfaces, Coatings and Films, General Chemistry, Ceramics and Composites, Electronic, Optical and Magnetic Materials, Catalysis
Language:English
Date:1 January 2022
Deposited On:07 Feb 2023 16:21
Last Modified:28 Jun 2024 01:38
Publisher:Royal Society of Chemistry
ISSN:1359-7345
OA Status:Closed
Publisher DOI:https://doi.org/10.1039/d2cc02648a
PubMed ID:35856793
Project Information:
  • : FunderH2020
  • : Grant ID857560
  • : Project TitleCETOCOEN Excellence - CETOCOEN Excellence