Rhodol-based far-red fluorescent probe for the detection of cysteine and homocysteine over glutathione.
The simultaneous discrimination of cysteine (Cys), homocysteine (Hcy) and glutathione (GSH) is of great importance due to their roles in biology and close link to many diseases, especially via the development of a far-red fluorescent probe that could be used for rapid, selective, and sensitive detection of all three. Herein, we report the characterization of a far-red fluorescent probe with turn-on fluorescence properties and visible color changes that could be used for the detection of cysteine and homocysteine over glutathione. In this study we found that the sensor could discriminate cysteine and homocysteine over glutathione within 20 min. Function of this probe was based on the conjugate addition-cyclization reaction and showed a low detection limit to cysteine and homocysteine. Upon the addition of cysteine and homocysteine, the absorption band at 592 nm rose gradually and fluorescence was detected at 645 nm. The color changed from colorless to blue and fluorescence changed from absent to strong red fluorescence, which could be differentiated by the naked eye. All these unique features make this probe particularly potentially favorable for use in cysteine/homocysteine sensing and bioimaging applications. Copyright © 2016 John Wiley & Sons, Ltd.
Key Lab for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai, 200237, China.
Yunchang
Y
Liu
Key Lab for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai, 200237, China.
Kaiqiang
K
Xiang
Key Lab for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai, 200237, China.
Baozhu
B
Tian
Key Lab for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai, 200237, China.
Jinlong
J
Zhang
D003545:Cysteine / Q000032:analysis*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000737:chemistry*; D005978:Glutathione / Q000032:analysis*; D006710:Homocysteine / Q000032:analysis*; D044004:Xanthones / Q000737:chemistry*
D005456:Fluorescent Dyes; D044004:Xanthones; C000607488:rhodol; D006710:Homocysteine; D005978:Glutathione; D003545:Cysteine
cysteine; far-red emission; fluorescent probe; homocysteine; rhodol