Chevalier, Arnaud; Massif, Cedrik; Renard, Pierre-Yves; Romieu, Anthony published an article in 2013, the title of the article was Bioconjugatable Azo-Based Dark-Quencher Dyes: Synthesis and Application to Protease-Activatable Far-Red Fluorescent Probes.Application In Synthesis of 3-Amino-7-(diethylamino)-5-phenylphenazin-5-ium chloride And the article contains the following content:
The authors 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 is highly reactive in the context of copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions and allowed easy synthetic access to the first water-soluble (sulfonated derivative) and aldehyde-modified BHQ-3 dyes, the direct preparation of which failed by conventional azo-coupling reactions. The aldehyde- and α-iodoacetyl-containing fluorescence quenchers were readily conjugated to aminooxy- and cysteine-containing peptides by the formation of a stable oxime or thioether linkage, resp. Further fluorescent labeling of the resultant peptide conjugates with red- or far-red-emitting rhodamine or cyanine dyes through sequential and/or one-pot bioconjugations, led to novel Foerster resonance energy transfer (FRET) based probes suitable for the in vivo detection and imaging of urokinase plasminogen activator, a key protease in cancer invasion and metastasis. The experimental process involved the reaction of 3-Amino-7-(diethylamino)-5-phenylphenazin-5-ium chloride(cas: 4569-86-2).Application In Synthesis of 3-Amino-7-(diethylamino)-5-phenylphenazin-5-ium chloride
The Article related to bioconjugatable azo dark quencher plasminogen activator fluorescent probe, Biochemical Methods: Spectral and Related Methods and other aspects.Application In Synthesis of 3-Amino-7-(diethylamino)-5-phenylphenazin-5-ium chloride
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