Abstract
A selective and ratiometric turn-on fluorescent probe was designed and synthesized by using a novel dicyanoisophorone-based derivative and acrylate moiety. The probe displayed high stability and good selectivity to cysteine (Cys) over homocysteine (Hcy) and glutathione (GSH). It also exhibited rapid response to Cys within 180 s. Most importantly, the fluorescence intensity ratio at 590 and 525 nm (I590/I525) was linearly dependent on the Cys concentration in the range from 0 to 40 μM and the detection limit calculated to be 0.48 μM. This probe was also applied for bioimaging of intracellular Cys in living HeLa cells with low cytotoxicity.
Highlights
As an important kind of biological thiols, cysteine (Cys) plays a crucial role in many significant cellular functions [1,2,3]
Probe 1 was synthesized by using esterification reaction of compound 3 with acryloyl chloride
Probe 1The was important synthesized intermediate by using esterification reaction of compound
Summary
As an important kind of biological thiols, cysteine (Cys) plays a crucial role in many significant cellular functions [1,2,3]. The conjugate addition-cyclization of Cys to acrylate moiety was considered as one of the most efficient strategy to design Cys-selective fluorescent probes. Another challenge is that fluorescence intensity-based measurements tend to be affected by sample environment, instrumental efficiency and probe molecule concentration [22,23,24]. These limits can be addressed by ratiometric fluorescent response, which is more suitable for use in biosystems. Sofar only a few Cys selective ratiometric fluorescent have been reported [25,26,27,28]
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