Bioconjugatable Azo??Based Dark??Quencher Dyes: Synthesis and Application to Protease??Activatable Far??Red Fluorescent Probes

A Chevalier, C Massif, PY Renard…

Index: Chevalier, Arnaud; Massif, Cedrik; Renard, Pierre-Yves; Romieu, Anthony Chemistry - A European Journal, 2013 , vol. 19, # 5 p. 1686 - 1699

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Citation Number: 19

Abstract

Abstract We describe the efficient synthesis and one-step derivatization of novel, nonfluorescent azo dyes based on the Black Hole Quencher-3 (BHQ-3) scaffold. These dyes were equipped with various reactive and/or bioconjugatable groups (azido, α-iodoacetyl, ketone, terminal alkyne, vicinal diol). The azido derivative was found to be highly reactive in the context of copper-catalyzed azide–alkyne cycloaddition (CuAAC) reactions and ...