Hydrodabcyl: A Superior Hydrophilic Alternative to the Dark Fluorescence Quencher Dabcyl,Analytical Chemistry

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Hydrodabcyl: A Superior Hydrophilic Alternative to the Dark Fluorescence Quencher Dabcyl
Analytical Chemistry ( IF 6.7 ) Pub Date : 2017-11-07 00:00:00 , DOI: 10.1021/acs.analchem.7b03488
Oxana Kempf ₁ , Karl Kempf ₁ , Rainer Schobert ₁ , Elisa Bombarda ₁

Affiliation

Dark fluorescence quenchers are nonfluorescent dyes that can modulate the fluorescence signal of an appropriate fluorophore donor in a distance-dependent manner. Dark quenchers are extensively used in many biomolecular analytical applications, such as studies with fluorogenic protease substrates or nucleic acids probes. A very popular dark fluorescence quencher is dabcyl, which is a hydrophobic azobenzene derivative. However, its insolubility in water may constitute a major drawback, especially during the investigation of biochemical systems whose natural solvent is water. We designed and synthesized a new azobenzene-based dark quencher with excellent solubility in aqueous media, which represents a superior alternative to the much-used dabcyl. The advantage of hydrodabcyl over dabcyl is exemplarily demonstrated for the cleavage of the fluorogenic substrate hydrodabcyl-Ser-Phe-EDANS by the proteases thermolysin and papain.

中文翻译：

Hydrodabcyl：深色荧光猝灭剂Dabcyl的优良亲水替代品

深色荧光猝灭剂是非荧光染料，可以以距离依赖的方式调节适当的荧光团供体的荧光信号。暗猝灭剂广泛用于许多生物分子分析应用中，例如对荧光蛋白酶底物或核酸探针的研究。一种非常流行的深色荧光猝灭剂是dabcyl，它是疏水性的偶氮苯衍生物。但是，它在水中的不溶性可能构成一个主要缺点，特别是在研究天然溶剂为水的生化系统时。我们设计并合成了一种新的基于偶氮苯的深色猝灭剂，该猝灭剂在水性介质中具有优异的溶解度，是常用的达比唑的替代品。

更新日期：2017-11-08

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