Azo-Sulforhodamine Dyes: A Novel Class of Broad Spectrum Dark Quenchers

A rapid access to a novel class of water-soluble dark quencher dyes was achieved using an azo-coupling reaction between a fluorescent primary arylamine derived from a sulforhodamine 101 scaffold and a tertiary aniline equipped with different bioconjugatable groups. The thus obtained nonfluorescent a...

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Veröffentlicht in:Organic letters 2014-08, Vol.16 (15), p.3946-3949
Hauptverfasser: Chevalier, Arnaud, Renard, Pierre-Yves, Romieu, Anthony
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creator Chevalier, Arnaud
Renard, Pierre-Yves
Romieu, Anthony
description A rapid access to a novel class of water-soluble dark quencher dyes was achieved using an azo-coupling reaction between a fluorescent primary arylamine derived from a sulforhodamine 101 scaffold and a tertiary aniline equipped with different bioconjugatable groups. The thus obtained nonfluorescent azo-sulforhodamine hybrids display a broad quenching range spanning the visible to NIR regions. This was demonstrated through the preparation and enzymatic activation of FRET-based fluorogenic substrates of urokinase.
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subjects Aniline Compounds - chemistry
Azo Compounds - chemistry
Chemical Sciences
Coloring Agents - chemical synthesis
Coloring Agents - chemistry
Fluorescent Dyes
Molecular Structure
Rhodamines - chemical synthesis
Rhodamines - chemistry
Solubility
Spectrophotometry, Infrared
Water
title Azo-Sulforhodamine Dyes: A Novel Class of Broad Spectrum Dark Quenchers
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