Guangdong Provincial Laboratory of Chemistry and Fine Chemical Engineering Jieyang Center, Jieyang, 515200, China.
School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, 100 Waihuanxi Road, Guangzhou, 510006, China.
Chem Asian J. 2024 Oct 16;19(20):e202400716. doi: 10.1002/asia.202400716. Epub 2024 Sep 6.
Excessive sulfur dioxide (SO₂) disturbs physiology of lysosomes causing diseases and threatening human health. A fluorescent probe has been regarded as one of the most attractive approaches, which is compatible with living cells and possesses high sensitivity. However, most of fluorescent probes' reaction sites are activated before they reach the destination. In this work, an acid-activatable fluorescent probe PT1 was synthesized, characterized, and used for SO detection. The introduction of oxazolines in PT1 enables the intelligent response of probe to release the activation stie for SO derivatives through Michael addition upon exposure to acid. In vitro studies showed a remarkable selectivity of PT1 to SO₂ derivatives than other biothiols with a limit of detection as low as 62 nM. By using this acidic pH-controlled fluorescence responsiveness to SO₂, precise spatiotemporal identification of lysosomal SO fluctuations has been successfully performed. Furthermore, probe PT1 can be applied for monitoring SO₂ derivatives in traditional Chinese medicines.
过量的二氧化硫(SO₂)会干扰溶酶体的生理功能,导致疾病,威胁人类健康。荧光探针被认为是最有吸引力的方法之一,它与活细胞兼容,并且具有高灵敏度。然而,大多数荧光探针的反应位点在到达目的地之前就被激活了。在这项工作中,我们合成了一种酸激活型荧光探针 PT1,并对其进行了表征,用于检测 SO。PT1 中恶唑啉的引入使得探针能够通过迈克尔加成反应在暴露于酸时智能地释放出用于 SO 衍生物的激活位点。体外研究表明,PT1 对 SO₂衍生物的选择性明显高于其他生物硫醇,检测限低至 62 nM。通过利用这种酸性 pH 控制的对 SO₂的荧光响应,可以成功地对溶酶体中 SO 波动进行精确的时空识别。此外,探针 PT1 可用于监测中药中的 SO₂衍生物。