Chinese Journal of Organic Chemistry >
Ratiometric Fluorescent Probe for Homocysteine and CysteineBased on the Aldehyde Functionalized Coumarin and SuccessfulBioimaging Application
Received date: 2019-04-09
Revised date: 2019-05-14
Online published: 2019-06-06
Supported by
Project supported by the National Natural Science Foundation of China(21704032);The Natural Science Foundation of Hubei Province(2018CFB454);The Hubei Superior and Distinctive Discipline Group of “Mechatronics and Automobiles”(XKQ2019038)
Novel reactive probes (C1 and C2) towards homocysteine/cysteine (Hcy/Cys) were designed and synthesized, based on the unique nucleophilic nature of bio-thiols. In the presence of Hcy/Cys, probe C1 displayed remarkable fluorescence enhancement. Meanwhile, ratiometric fluorescent probe C2 was designed through subtle structure adjustment. Differently, compound C2 displayed dramatic blue-shift in both fluorescence (100 nm) and absorption (95 nm) spectra upon the addition of Hcy/Cys. By virtue of the specific nucleophilic reaction, probe C2 had outstanding selectivity towards Hcy over Cys, GSH and other amino acids. The detection limit of probe C2 was calculated to be as low as 2.8×10 –7 mol/L. Moreover, C2 was successfully applied to microscopic imaging for the detection of Hcy in HeLa cells with ratiometric fluorescent methods.
Xiaohong Cheng , Ke Xu , Shaohua Qu , Zhijun Ruan . Ratiometric Fluorescent Probe for Homocysteine and CysteineBased on the Aldehyde Functionalized Coumarin and SuccessfulBioimaging Application[J]. Chinese Journal of Organic Chemistry, 2019 , 39(10) : 2835 -2842 . DOI: 10.6023/cjoc201904020
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