A highly sensitive fluorescent probe for ozone based on coumarin-benzothiazole derivative

Kangni Chen,Chao Zhao,Jinyan Shang,Yanbo Li,Heping Li

doi:10.1186/s40543-021-00269-3

Abstract

Ozone is widely used in daily life, but studies have shown that O3 can damage human trachea and lungs, leading to diseases such as asthma, emphysema, and bronchitis. Therefore, it is of great significance to develop a simple and efficient detection method for monitoring O3 in living cells. In this study, 3-(but-3-en-1-yl)-2-(7-(but-3-en-1-yloxy)-2-oxo-2H-chromen-3-yl)benzo[d]thiazol-3-ium (BCT) as a new type of water-soluble fluorescent probe was synthesized by substitution reaction of 4-bromo-1-butene and hydroxycoumarin-benzothiazole derivatives, which can specifically detect ozone in aqueous solution. The interaction of ozone on the probe can be completed within 20 min, the fluorescence intensity is significantly enhanced, and it has the advantages of high sensitivity (detection limit LOD = 43 nM). The influence of pH on the fluorescent performance of BCT shows that the probe with super stability under weak alkali and acidic environment, which provides the necessary conditions for its detection of ozone in physiological system detection. Therefore, BCT is expected to become an effective tool for detecting ozone in cellular organisms.

Highlights

As a strong oxidant, ozone (O3) is widely used in the fields of water purification, air treatment, food preservation, deodorization, and medical treatment (Oyama 2000; Boeniger 1995; Baysan and Lynch 2005)
Selective testing of BCT probes for cations, different reactive oxygen species and amino acids: 17 groups of 10 μL probe BCT stock solutions were transferred to 10 mL ep tubes, diluted to 5 mL with Phosphate buffered saline (PBS) buffer, and 0.4 mL of various cation aqueous solutions were added to the mixture, and the resulting mixture was shaken
Test of the influence of pH on the fluorescence spectrum of BCT: 10 μL probe BCT stock solution was added to ep tubes, diluted to 5 mL with PBS buffer, and the pH value of each solution was adjusted with dilute Hydrogen chloride (HCl) and dilute Sodium hydroxide (NaOH) aqueous solution to make 10 groups pH 6-8, respectively

Summary

Introduction

Ozone (O3) is widely used in the fields of water purification, air treatment, food preservation, deodorization, and medical treatment (Oyama 2000; Boeniger 1995; Baysan and Lynch 2005). Based on the coumarin-benzothiazole derivatives, combined with the mechanism of terminal olefin specific recognition of ozone, a new type of organic small molecule fluorescent probe 3-(but-3-en-1-yl)-2-(7-(but-3-en-1-yloxy)-2-oxo2H-chromen-3-yl)benzo[d]thiazol-3-ium (BCT) was constructed.

Results

Conclusion