Tetramethoxy-Aminorhodamine (TMARh): A Bichromophore, an Improved Fluorophore, and a pH Switch

Rhodamine is one of the most widely used fluorescent dyes. Here, a new synthetic pathway to the popular dyes is reported and the effect of adding four methoxy groups to the molecular structure is investigated. Tetramethoxy‐aminorhodamine (TMARh) is found to show superior pH switching compared to the...

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Veröffentlicht in:Chemistry : a European journal 2016-05, Vol.22 (21), p.7046-7049
Hauptverfasser: Sørensen, Thomas Just, Shi, Dong, Laursen, Bo W.
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Shi, Dong
Laursen, Bo W.
description Rhodamine is one of the most widely used fluorescent dyes. Here, a new synthetic pathway to the popular dyes is reported and the effect of adding four methoxy groups to the molecular structure is investigated. Tetramethoxy‐aminorhodamine (TMARh) is found to show superior pH switching compared to the rhodamine without the four methoxy groups, owing to changed properties of the dark “off” state and increased fluorescence intensity in the protonated “on” state. A new route to rhodamines is reported, resulting in tetramethoxy‐rhodamines with improved photophysical properties. It was found that tetramethoxy‐aminorhodamine is a bichromophore and a very efficient pH‐responsive dye.
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source MEDLINE; Access via Wiley Online Library
subjects Amination
bichromophores
Chemical compounds
Chemistry
Dyes
dyes/pigments
Fluorescence
Fluorescent Dyes - chemical synthesis
Fluorescent Dyes - chemistry
Hydrogen-Ion Concentration
Models, Molecular
Molecular structure
pH responsive dyes
photophysics
Protons
Rhodamine
Rhodamines - chemical synthesis
Rhodamines - chemistry
Spectrometry, Fluorescence
Switches
Switching
title Tetramethoxy-Aminorhodamine (TMARh): A Bichromophore, an Improved Fluorophore, and a pH Switch
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