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Development of Water Solubility of 2-Phenylsulfanylhydroquinone Dimer Dye

[Image: see text] With the aim of developing a new fluorescence dye with enhanced photophysical properties, this study describes the modification of the 2-phenylsulfanylhydroquinone dimer to realize a new bioimaging molecule. The characteristics of the dimer were advanced by introducing tetraethylen...

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Autores principales: Kamimura, Akio, Umemoto, Haruka, Kawamoto, Takuji, Honda, Takeshi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8028172/
https://www.ncbi.nlm.nih.gov/pubmed/33842794
http://dx.doi.org/10.1021/acsomega.1c00703
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author Kamimura, Akio
Umemoto, Haruka
Kawamoto, Takuji
Honda, Takeshi
author_facet Kamimura, Akio
Umemoto, Haruka
Kawamoto, Takuji
Honda, Takeshi
author_sort Kamimura, Akio
collection PubMed
description [Image: see text] With the aim of developing a new fluorescence dye with enhanced photophysical properties, this study describes the modification of the 2-phenylsulfanylhydroquinone dimer to realize a new bioimaging molecule. The characteristics of the dimer were advanced by introducing tetraethylene glycol side chains to provide sufficient water solubility and a tether consisting of an N-hydroxysuccinimide-terminated C6-carbon chain to attach bioactive molecules. Two derivatives containing two or three tetraethylene glycol side chains were designed and prepared, and the latter showed sufficient water solubility for biochemical applications. Both compounds exhibited similar photophysical properties and blue fluorescence under UV light irradiation. The dye containing three tetraethylene glycol units reacted with bovine serum albumin in water to give fluorescent derivatives.
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spelling pubmed-80281722021-04-09 Development of Water Solubility of 2-Phenylsulfanylhydroquinone Dimer Dye Kamimura, Akio Umemoto, Haruka Kawamoto, Takuji Honda, Takeshi ACS Omega [Image: see text] With the aim of developing a new fluorescence dye with enhanced photophysical properties, this study describes the modification of the 2-phenylsulfanylhydroquinone dimer to realize a new bioimaging molecule. The characteristics of the dimer were advanced by introducing tetraethylene glycol side chains to provide sufficient water solubility and a tether consisting of an N-hydroxysuccinimide-terminated C6-carbon chain to attach bioactive molecules. Two derivatives containing two or three tetraethylene glycol side chains were designed and prepared, and the latter showed sufficient water solubility for biochemical applications. Both compounds exhibited similar photophysical properties and blue fluorescence under UV light irradiation. The dye containing three tetraethylene glycol units reacted with bovine serum albumin in water to give fluorescent derivatives. American Chemical Society 2021-03-23 /pmc/articles/PMC8028172/ /pubmed/33842794 http://dx.doi.org/10.1021/acsomega.1c00703 Text en © 2021 The Authors. Published by American Chemical Society Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Kamimura, Akio
Umemoto, Haruka
Kawamoto, Takuji
Honda, Takeshi
Development of Water Solubility of 2-Phenylsulfanylhydroquinone Dimer Dye
title Development of Water Solubility of 2-Phenylsulfanylhydroquinone Dimer Dye
title_full Development of Water Solubility of 2-Phenylsulfanylhydroquinone Dimer Dye
title_fullStr Development of Water Solubility of 2-Phenylsulfanylhydroquinone Dimer Dye
title_full_unstemmed Development of Water Solubility of 2-Phenylsulfanylhydroquinone Dimer Dye
title_short Development of Water Solubility of 2-Phenylsulfanylhydroquinone Dimer Dye
title_sort development of water solubility of 2-phenylsulfanylhydroquinone dimer dye
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8028172/
https://www.ncbi.nlm.nih.gov/pubmed/33842794
http://dx.doi.org/10.1021/acsomega.1c00703
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