{"title":"A coumarin-hemicyanine fluorescent probe for simultaneous detection and discrimination of biothiols, HSO3− and S2-","authors":"","doi":"10.1016/j.tet.2024.134249","DOIUrl":null,"url":null,"abstract":"<div><p>Biomercaptan, bisulfite (HSO<sub>3</sub><sup>−</sup>) and hydrogen sulfide (H<sub>2</sub>S) are involved in many physiological and pathological processes in the human body. Therefore, it is of great significance to develop a fluorescent probe that can simultaneously detect and distinguish biological mercaptans from HSO<sub>3</sub><sup>−</sup> and S<sup>2−</sup>. The probe CDI-1 was synthesized by combining coumarin with hemicyanine. The maximum absorption wavelength of the probe is at 609 nm. After adding Cys/Hcy and GSH, the probe shows varying degrees of blue shift, which can be used to distinguish Cys/Hcy and GSH. After it reacts with Cys/Hcy, the fluorescence intensity of the solution increases about twice, while it increases three times after it reacts with GSH. This phenomenon can also be used to distinguish Cys/Hcy from GSH. The probe CDI-1 can react with Cys completely within 30 min, with Hcy or GSH completely within 80 min, and with HSO<sub>3</sub><sup>−</sup> and S<sup>2−</sup> quickly within 20 min. The study on the effect of pH on the fluorescence performance of CDI-1 shows that the probe is suitable for detecting biological mercaptan or HSO<sub>3</sub><sup>−</sup>, S<sup>2−</sup> in weak acid to weak alkali environments. The selectivity study showed that the probe CDI-1 had high specificity for biological mercaptan, HSO<sub>3</sub><sup>−</sup> and S<sup>2−</sup>. This provides a new and simple method for simultaneous detection of biological mercaptan, HSO<sub>3</sub><sup>−</sup> and S<sup>2−</sup> ions.</p></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":null,"pages":null},"PeriodicalIF":2.1000,"publicationDate":"2024-09-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402024004290","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Biomercaptan, bisulfite (HSO3−) and hydrogen sulfide (H2S) are involved in many physiological and pathological processes in the human body. Therefore, it is of great significance to develop a fluorescent probe that can simultaneously detect and distinguish biological mercaptans from HSO3− and S2−. The probe CDI-1 was synthesized by combining coumarin with hemicyanine. The maximum absorption wavelength of the probe is at 609 nm. After adding Cys/Hcy and GSH, the probe shows varying degrees of blue shift, which can be used to distinguish Cys/Hcy and GSH. After it reacts with Cys/Hcy, the fluorescence intensity of the solution increases about twice, while it increases three times after it reacts with GSH. This phenomenon can also be used to distinguish Cys/Hcy from GSH. The probe CDI-1 can react with Cys completely within 30 min, with Hcy or GSH completely within 80 min, and with HSO3− and S2− quickly within 20 min. The study on the effect of pH on the fluorescence performance of CDI-1 shows that the probe is suitable for detecting biological mercaptan or HSO3−, S2− in weak acid to weak alkali environments. The selectivity study showed that the probe CDI-1 had high specificity for biological mercaptan, HSO3− and S2−. This provides a new and simple method for simultaneous detection of biological mercaptan, HSO3− and S2− ions.
期刊介绍:
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.