Open AccessDevelopment of Water Solubility of 2-Phenylsulfanylhydroquinone Dimer Dye
Author(s) -
Akio Kamimura,
Haruka Umemoto,
Takuji Kawamoto,
Takeshi Honda
Publication year - 2021
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.1c00703
Subject(s) - solubility , dimer , fluorescence , chemistry , molecule , side chain , polymer chemistry , photochemistry , organic chemistry , polymer , physics , quantum mechanics
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.