Citation: Zhenbo Liu, Jiayue Xiao, Shuang Liu, Wenshuo Jiang, Xinyu Lan, Wenxuan Jia, Tianyu Li. A Comprehensive Experiment of BODIPY Fluorescent Probes Synthesis and Hypochlorous Acid Detection[J]. University Chemistry, ;2023, 38(5): 193-201. doi: 10.3866/PKU.DXHX202207060 shu

A Comprehensive Experiment of BODIPY Fluorescent Probes Synthesis and Hypochlorous Acid Detection

College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, Shandong Province, China

Corresponding author: Zhenbo Liu, zhenboliu@foxmail.com
Received Date: 13 July 2022

Herein, we apply a state-of-the-art fluorescence detection technology from scientific research to teaching. By optimizing the molecular structure and changing the properties of fluorescent probes, we overcome the shortcomings of BODIPY (fluoroboron dipyrrole) fluorescent dyes, such as short emission wavelengths and poor hydrophilicity. A novel hypochlorite fluorescent probe with a fast response, high selectivity, and good sensitivity was synthesized through the design and improvement of the structure of the BODIPY fluorescent dye. The obtained structure of the fluorescent probe was characterized, and the fluorescence properties of the probe were measured. Through the study of the relationship between the probe structure and fluorescence properties, students will have a better understanding of the mechanism of fluorescent probe recognition and the basic principles of fluorescence and luminescence. The experimental part includes organic synthesis and purification, instrumental characterization of the products, and evaluation of the obtained results. This experiment is comprehensive and simple to perform. The methodical experimental procedure is beneficial for cultivating scientific thinking and the students’ ability to connect theory with practice. Moreover, this experiment can improve their practical skills, and develop the ability to data process and perform literature research in Chinese and other foreign languages.
- Fluorescent probe,
- Organic experiment,
- Instrumental analysis experiment,
- Comprehensiveness
1. [1]
2. [2]
  Shi, D. L.; Chen, S. Q.; Dong, B.; Zhang, Y. H.; Sheng, C. Q.; James, T. D.; Guo, Y. Chem. Sci. 2019, 10 (13), 3715.
3. [3]
  Chen, X. Q.; Lee, K. A.; Ren, X. T.; Ryu, J.-C.; Kim, G.; Ryu, J.-H.; Lee, W.-J.; Yoon, J. Nat. Protoc. 2016, 11 (7), 1219.
4. [4]
  Zhang, P. S.; Wang, H.; Zhang, D.; Zeng, X. Y.; Zeng, R. J.; Xiao, L. H.; Tao, H. W.; Long, Y. F.; Yi, P. G.; Chen, J. Sens. Actuators B-Chem. 2018, 255, 2223.
5. [5]
  Xu, T. S.; Li, D. X.; Yan, C. X.; Wu, Y.; Yuan, C.-S.; Shao, X. Chin. J. Chem. 2019, 37 (9), 909.
6. [6]
  Mao, L. C.; Liu, Y. Z.; Yang, S. J.; Li, Y.; Zhang, X.; Wei, Y. Dyes Pigment. 2019, 162, 611.
7. [7]
  Song, Z. G.; Kwok, R. T. K.; Zhao, E.; He, Z.; Hong, Y.; Lam, J. W. Y.; Liu, B.; Tang, B. Z. ACS Appl. Mater. Interfaces 2014, 6 (19), 17245.
8. [8]
  Wu, D.; Sedgwick, A. C.; Gunnlaugsson, T.; Akkaya, E. U.; Yoon, J.; James, T. D. Chem. Soc. Rev. 2017, 46 (23), 7105.
9. [9]
  Sedgwick, A. C.; Wu, L. L.; Han, H. H.; Bull, S. D.; He, X. P.; James, T. D.; Sessler, J. L.; Tang, B. Z.; Tian, H.; Yoon, J. Chem. Soc. Rev. 2018, 47 (23), 8842.
10. [10]
  Klymchenko, A. S. Acc. Chem. Res. 2017, 50 (2) 366.
11. [11]
1. [1]
  Jun LUO , Baoshu LIU , Yunchang ZHANG , Bingkai WANG , Beibei GUO , Lan SHE , Tianheng CHEN . Europium(Ⅲ) metal-organic framework as a fluorescent probe for selectively and sensitively sensing Pb²⁺ in aqueous solution. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2438-2444. doi: 10.11862/CJIC.20240240
2. [2]
  Ling Fan , Meili Pang , Yeyun Zhang , Yanmei Wang , Zhenfeng Shang . Quantum Chemistry Calculation Research on the Diels-Alder Reaction of Anthracene and Maleic Anhydride: Introduction to a Computational Chemistry Experiment. University Chemistry, 2024, 39(4): 133-139. doi: 10.3866/PKU.DXHX202309024
3. [3]
  Zhuomin Zhang , Hanbing Huang , Liangqiu Lin , Jingsong Liu , Gongke Li . Course Construction of Instrumental Analysis Experiment: Surface-Enhanced Raman Spectroscopy for Rapid Detection of Edible Pigments. University Chemistry, 2024, 39(2): 133-139. doi: 10.3866/PKU.DXHX202308034
4. [4]
  Yifan Xie , Liyun Yao , Ruolin Yang , Yuxing Cai , Yujie Jin , Ning Li . Application of Comparative Pedagogy in Instrumental Analysis Experiment Teaching. University Chemistry, 2024, 39(3): 266-273. doi: 10.3866/PKU.DXHX202309068
5. [5]
  Yan Li , Fei Ding , Jing Wang , Jing Nan , Yijun Li , Xiaohang Qiu . Give a Man a Fish, and Teach a Man to Fish: Self-Designed Instrumental Analysis Experiments and Integration of Ideological and Political Elements. University Chemistry, 2024, 39(2): 208-213. doi: 10.3866/PKU.DXHX202310097
6. [6]
  Tianlong Zhang , Jiajun Zhou , Hongsheng Tang , Xiaohui Ning , Yan Li , Hua Li . Virtual Simulation Experiment for Laser-Induced Breakdown Spectroscopy (LIBS) Analysis. University Chemistry, 2024, 39(6): 295-302. doi: 10.3866/PKU.DXHX202312049
7. [7]
  Kun Li , Na Gao , Shuangyan Huan , Yuzhi Wang . Design of Ideological and Political Education for the Experiment of Detecting Cadmium with Anodic Stripping Voltammetry. University Chemistry, 2024, 39(2): 155-161. doi: 10.3866/PKU.DXHX202307068
8. [8]
  Zhenjun Mao , Haorui Gu , Haiyan Che , Xufeng Lin . Exploration on Experiment Teaching of UHPLC-IC Based on Valve Switching Method. University Chemistry, 2024, 39(4): 81-86. doi: 10.3866/PKU.DXHX202311013
9. [9]
  Lei Shu , Zhengqing Hao , Kai Yan , Hong Wang , Lihua Zhu , Fang Chen , Nan Wang . Development of a Double-Carbon Related Experiment: Preparation, Characterization and Carbon-Capture Ability of Eggshell-Derived CaO. University Chemistry, 2024, 39(4): 149-156. doi: 10.3866/PKU.DXHX202310134
10. [10]
  Haiyang Jin , Yonghai Hui , Yongfei Zhang , Lijun Gao , Yun Wang . Application and Exploration of Nuclear Magnetic Resonance Spectrometer in Undergraduate Basic Laboratory Teaching. University Chemistry, 2025, 40(3): 245-250. doi: 10.12461/PKU.DXHX202406022
11. [11]
  Fan Wu , Wenchang Tian , Jin Liu , Qiuting Zhang , YanHui Zhong , Zian Lin . Core-Shell Structured Covalent Organic Framework-Coated Silica Microspheres as Mixed-Mode Stationary Phase for High Performance Liquid Chromatography. University Chemistry, 2024, 39(11): 319-326. doi: 10.12461/PKU.DXHX202403031
12. [12]
  Jinlong YAN , Weina WU , Yuan WANG . A simple Schiff base probe for the fluorescent turn-on detection of hypochlorite and its biological imaging application. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1653-1660. doi: 10.11862/CJIC.20240154
13. [13]
  Yanxi LIU , Mengjia XU , Haonan CHEN , Quan LIU , Yuming ZHANG . A fluorescent-colorimetric probe for peroxynitrite-anion-imaging in living cells. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1112-1122. doi: 10.11862/CJIC.20240423
14. [14]
  Yu SU , Xinlian FAN , Yao YIN , Lin WANG . From synthesis to application: Development and prospects of InP quantum dots. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2105-2123. doi: 10.11862/CJIC.20240126
15. [15]
  Wei Li , Jinfan Xu , Yongjun Zhang , Ying Guan . 共价有机框架整体材料的制备及食品安全非靶向筛查应用——推荐一个仪器分析综合化学实验. University Chemistry, 2025, 40(6): 276-285. doi: 10.12461/PKU.DXHX202406013
16. [16]
  Benhua Wang , Chaoyi Yao , Yiming Li , Qing Liu , Minhuan Lan , Guipeng Yu , Yiming Luo , Xiangzhi Song . 一种基于香豆素氟离子荧光探针的合成、表征及性能测试——“科研反哺教学”在有机化学综合实验教学中的探索与实践. University Chemistry, 2025, 40(6): 201-209. doi: 10.12461/PKU.DXHX202408070
17. [17]
  Xiufang Wang , Donglin Zhao , Kehua Zhang , Xiaojie Song . “Preparation of Carbon Nanotube/SnS₂ Photoanode Materials”: A Comprehensive University Chemistry Experiment. University Chemistry, 2024, 39(4): 157-162. doi: 10.3866/PKU.DXHX202308025
18. [18]
  Kai Yang , Gehua Bi , Yong Zhang , Delin Jin , Ziwei Xu , Qian Wang , Lingbao Xing . Comprehensive Polymer Chemistry Experiment Design: Preparation and Characterization of Rigid Polyurethane Foam Materials. University Chemistry, 2024, 39(4): 206-212. doi: 10.3866/PKU.DXHX202308045
19. [19]
  Shuhui Li , Rongxiuyuan Huang , Yingming Pan . Electrochemical Synthesis of 2,5-Diphenyl-1,3,4-Oxadiazole: A Recommended Comprehensive Organic Chemistry Experiment. University Chemistry, 2025, 40(5): 357-365. doi: 10.12461/PKU.DXHX202407028
20. [20]
  Feng Sha , Xinyan Wu , Ping Hu , Wenqing Zhang , Xiaoyang Luan , Yunfei Ma . Design of Course Ideology and Politics for the Comprehensive Organic Synthesis Experiment of Benzocaine. University Chemistry, 2024, 39(2): 110-115. doi: 10.3866/PKU.DXHX202307082

Get Citation

PDF

XML

Metrics

PDF Downloads(11)
Abstract views(843)
HTML views(110)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142