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Synthesis of Near-Infrared-Absorbing Anionic Heptamethine Cyanine Dyes with Trifluoromethyl Groups

A novel anionic heptamethine cyanine (HMC) dye with two trifluoromethyl groups that selectively absorb near-infrared light is synthesized. When contrasted with previously studied anionic HMC dyes with substituents such as methyl, phenyl, and pentafluorophenyl groups, the trifluoromethylated dye disp...

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Autores principales: Masuoka, Hiroki, Kubota, Yasuhiro, Inuzuka, Toshiyasu, Funabiki, Kazumasa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10303145/
https://www.ncbi.nlm.nih.gov/pubmed/37375210
http://dx.doi.org/10.3390/molecules28124650
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author Masuoka, Hiroki
Kubota, Yasuhiro
Inuzuka, Toshiyasu
Funabiki, Kazumasa
author_facet Masuoka, Hiroki
Kubota, Yasuhiro
Inuzuka, Toshiyasu
Funabiki, Kazumasa
author_sort Masuoka, Hiroki
collection PubMed
description A novel anionic heptamethine cyanine (HMC) dye with two trifluoromethyl groups that selectively absorb near-infrared light is synthesized. When contrasted with previously studied anionic HMC dyes with substituents such as methyl, phenyl, and pentafluorophenyl groups, the trifluoromethylated dye displays a red-shifted maximum absorption wavelength (for instance, 948 nm in CH(2)Cl(2)) along with enhanced photostability. Furthermore, HMC dyes with broad absorption in the near-infrared region are synthesized by combining a trifluoromethylated anionic HMC dye with a cationic HMC dye as a counterion.
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spelling pubmed-103031452023-06-29 Synthesis of Near-Infrared-Absorbing Anionic Heptamethine Cyanine Dyes with Trifluoromethyl Groups Masuoka, Hiroki Kubota, Yasuhiro Inuzuka, Toshiyasu Funabiki, Kazumasa Molecules Article A novel anionic heptamethine cyanine (HMC) dye with two trifluoromethyl groups that selectively absorb near-infrared light is synthesized. When contrasted with previously studied anionic HMC dyes with substituents such as methyl, phenyl, and pentafluorophenyl groups, the trifluoromethylated dye displays a red-shifted maximum absorption wavelength (for instance, 948 nm in CH(2)Cl(2)) along with enhanced photostability. Furthermore, HMC dyes with broad absorption in the near-infrared region are synthesized by combining a trifluoromethylated anionic HMC dye with a cationic HMC dye as a counterion. MDPI 2023-06-08 /pmc/articles/PMC10303145/ /pubmed/37375210 http://dx.doi.org/10.3390/molecules28124650 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Masuoka, Hiroki
Kubota, Yasuhiro
Inuzuka, Toshiyasu
Funabiki, Kazumasa
Synthesis of Near-Infrared-Absorbing Anionic Heptamethine Cyanine Dyes with Trifluoromethyl Groups
title Synthesis of Near-Infrared-Absorbing Anionic Heptamethine Cyanine Dyes with Trifluoromethyl Groups
title_full Synthesis of Near-Infrared-Absorbing Anionic Heptamethine Cyanine Dyes with Trifluoromethyl Groups
title_fullStr Synthesis of Near-Infrared-Absorbing Anionic Heptamethine Cyanine Dyes with Trifluoromethyl Groups
title_full_unstemmed Synthesis of Near-Infrared-Absorbing Anionic Heptamethine Cyanine Dyes with Trifluoromethyl Groups
title_short Synthesis of Near-Infrared-Absorbing Anionic Heptamethine Cyanine Dyes with Trifluoromethyl Groups
title_sort synthesis of near-infrared-absorbing anionic heptamethine cyanine dyes with trifluoromethyl groups
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10303145/
https://www.ncbi.nlm.nih.gov/pubmed/37375210
http://dx.doi.org/10.3390/molecules28124650
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