The first specific probe for pyrrolidine with multifunction by the interaction mechanism of atomic economic reaction
Xi-Ying Cao,
Yan Huang,
Si-Hong Chen,
Shi-Wei Yu,
Zu-Jia Chen,
Zhong-Hao Li,
Yu Zeng,
Nan Chen,
Liang Cao,
Zhao-Yang Wang
Affiliations
Xi-Ying Cao
School of Chemistry, South China Normal University; Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine; GDMPA Key Laboratory for Process Control and Quality Evaluation of Chiral Pharmaceuticals; Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, Guangzhou 510006, P.R. China
Yan Huang
The Education Ministry Key Lab of Resource Chemistry, Joint International Research Laboratory of Resource Chemistry of Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, College of Chemistry and Materials Science, Shanghai Normal University, Shanghai 200234, P.R. China
Si-Hong Chen
School of Chemistry, South China Normal University; Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine; GDMPA Key Laboratory for Process Control and Quality Evaluation of Chiral Pharmaceuticals; Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, Guangzhou 510006, P.R. China
Shi-Wei Yu
School of Chemistry, South China Normal University; Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine; GDMPA Key Laboratory for Process Control and Quality Evaluation of Chiral Pharmaceuticals; Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, Guangzhou 510006, P.R. China
Zu-Jia Chen
School of Chemistry, South China Normal University; Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine; GDMPA Key Laboratory for Process Control and Quality Evaluation of Chiral Pharmaceuticals; Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, Guangzhou 510006, P.R. China
Zhong-Hao Li
School of Chemistry, South China Normal University; Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine; GDMPA Key Laboratory for Process Control and Quality Evaluation of Chiral Pharmaceuticals; Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, Guangzhou 510006, P.R. China
Yu Zeng
School of Chemistry, South China Normal University; Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine; GDMPA Key Laboratory for Process Control and Quality Evaluation of Chiral Pharmaceuticals; Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, Guangzhou 510006, P.R. China
Nan Chen
The Education Ministry Key Lab of Resource Chemistry, Joint International Research Laboratory of Resource Chemistry of Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, College of Chemistry and Materials Science, Shanghai Normal University, Shanghai 200234, P.R. China; Corresponding author
Liang Cao
School of Chemistry, South China Normal University; Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine; GDMPA Key Laboratory for Process Control and Quality Evaluation of Chiral Pharmaceuticals; Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, Guangzhou 510006, P.R. China; Shenzhen Key Laboratory of Cross-Coupling Reactions, Guangming Advanced Research Institute, Southern University of Science and Technology, Shenzhen 518055, P.R. China; Corresponding author
Zhao-Yang Wang
School of Chemistry, South China Normal University; Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine; GDMPA Key Laboratory for Process Control and Quality Evaluation of Chiral Pharmaceuticals; Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, Guangzhou 510006, P.R. China; Corresponding author
Summary: Pyrrolidine (PyD) has an important impact on the environment and human health. However, there is currently no method for trace detection of PyD. Here, we successfully designed diaminomethylene-4H-pyran (1) as the first specific fluorescent probe for PyD. Only by adding PyD to probe 1, there is blue fluorescence at 455 nm, and the color of the solution changes from colorless to yellow. The detection limit is 1.12 × 10−6 M, and the response time is less than 5 min. Meanwhile, probe 1 can also sense the gaseous PyD and detect PyD in actual water samples. Moreover, due to the low biological toxicity, probe 1 can detect the exogenous PyD in zebrafish. The preliminary mechanism shows that probe 1 and PyD undergo a combination-type chemical reaction to generate a new substance 1-PyD. Therefore, the 100% atom utilization reaction enables probe 1 to exhibit specific adsorption and removal of PyD.
