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Development of a water-soluble fluorescent Al3+ probe based on phenylsulfonyl-2-pyrone in biological systems
Analytica Chimica Acta ( IF 6.2 ) Pub Date : 2024-02-29 , DOI: 10.1016/j.aca.2024.342436
Fumiko Hara , Naoko Mizuyama , Takeshi Fujino , Ashok Kumar Shrestha , Thenuwara Arachchige Omila Kasun Meetiyagoda , Shinya Takada , Hideo Saji , Takahiro Mukai , Masayori Hagimori

Al exists naturally in the environment and is an important component in acidic soils, which harm almost all plants. Furthermore, Al is widely used in food additives, cosmetics, and medicines, resulting in living organisms ingesting traces of Al orally or dermally every day. Accordingly, Al accumulates in the body, which can cause negative bioeffects and diseases, and this concern is gaining increasing attention. Therefore, to detect and track Al in the environment and in living organisms, the development of novel Al-selective probes that are water-soluble and exhibit fluorescence at long wavelengths is necessary. In this study, an Al-selective fluorescent probe based on a novel pyrone molecule was synthesized and characterized to detect and track Al in biological systems. exhibited fluorescence enhancement at 580 nm in the presence of Al in aqueous media. Binding analysis using Job's plot and structural analysis using H NMR showed that formed a 1:1 complex with Al at the two carbonyl groups of the dimethyl malonate of the pyrone ring. Upon testing in biological systems, showed good cell membrane permeability, detected intracellular Al in human breast cancer cells (MDA-MB-231), and successfully imaged accumulated Al in and the larvae of species. The novel Al-selective fluorescent probe is highly effective and is expected to aid in elucidating the role of Al in the environment and living organisms.

中文翻译:

生物系统中基于苯磺酰基-2-吡喃酮的水溶性荧光Al3+探针的开发

铝天然存在于环境中,是酸性土壤的重要组成部分,几乎对所有植物都有害。此外,铝广泛应用于食品添加剂、化妆品和药品中,导致生物体每天通过口腔或皮肤摄入微量的铝。因此,铝在体内积聚,会引起负面的生物效应和疾病,这一问题正受到越来越多的关注。因此,为了检测和追踪环境和生物体中的铝,有必要开发水溶性且在长波长下表现出荧光的新型铝选择性探针。在这项研究中,合成并表征了一种基于新型吡喃酮分子的铝选择性荧光探针,用于检测和跟踪生物系统中的铝。在水介质中存在 Al 的情况下,在 580 nm 处表现出荧光增强。使用Job's图的结合分析和使用1H NMR的结构分析表明,在吡喃酮环的丙二酸二甲酯的两个羰基处与Al形成1:1络合物。经生物系统测试,显示出良好的细胞膜通透性,在人乳腺癌细胞(MDA-MB-231)中检测到细胞内Al,并成功对物种和幼虫中积累的Al进行成像。新型铝选择性荧光探针非常有效,有望有助于阐明铝在环境和生物体中的作用。
更新日期:2024-02-29
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