A squaraine-based red emission off–on chemosensor for biothiols and its application in living cells imaging

Xiao-Dong Liu, Ru Sun, Jian-Feng Ge, Yu-Jie Xu, Ying Xu, Jian-Mei Lu
  • Organic & Biomolecular Chemistry, January 2013, Royal Society of Chemistry
  • DOI: 10.1039/c3ob40502h

What is it about?

A new probe based on squaraine skeleton with 2,4-dinitrobenzenesulfonyl unit is reported as fluorescent probe for biothiol. It shows turn-on property with red emission towards biothiols in acetonitrile-PBS buffer (1:9, v/v) solution, and its properties of rapid response, high selectivity and high sensitivity make it a potential probe in real application. Moreover, the in vitro assays show that the probe can be used in ?uorescence imaging for the detection of intracellular biothiol levels.

Why is it important?

In summary, in order to improve the solubility and shorten the response time for the long-wavelength emission biothiol probes, a novel ?uorescent turn-on red-emitting chemosensor has been successfully designed and synthesized by squaraine derivative with 2,4-dinitrobenzenesulfonyl group. Its optical properties towards cysteine and homocysteine can be achieved in acetonitrile-PBS (1:9, v/v) solution with an emission enhancement of 33 and 22-fold, respectively. Good linear relationships of fluores

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