Ye Qian, Meng Zhiyuan, Zhang Shuo, Yao Qihong, Luo Yuhan, Wang Zhonglong, Wang Shifa
Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.
Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.
Spectrochim Acta A Mol Biomol Spectrosc. 2025 Dec 15;343:126561. doi: 10.1016/j.saa.2025.126561. Epub 2025 Jun 11.
Hydrazine (NH) is very important chemical with a wide range of applications in various domains. Nevertheless, it is highly toxic and poses significant environmental hazards. In this work, a novel tetrahydroacridine-type fluorescent probe (E)-2-(2-(4-butoxy-4'-(1,1,5,5-tetramethyl-1,3,4,5,6,12b-hexahydro-2H-2,4a-methanobenzo[c]acridin-7-yl)-[1,1'-biphenyl]-3-yl)vinyl)-3-ethylbenzo[d]thiazol-3-ium (ABP-BBT) for the detection of NH was successfully synthesized from the sesquiterpenoid isolongifolanone. The results demonstrated that ABP-BBT displayed exceptional selectivity, high sensitivity and a low detection limit (7.5 nM) towards NH, along with a large Stokes shift (>150 nm). The recognition mechanism of probe ABP-BBT for NH was elucidated via H NMR titration and High Resolution Mass Spectrometry (HRMS) analysis. ABP-BBT has been successfully applied in the detection of NH in three types of soil samples including sandy soil, loess soil and black soil, and displayed good environmental adaptability. Additionally, ABP-BBT was also used for exogenous imaging of NH in onion tissues, HepG2 cells, and zebrafish, demonstrating its potential in the detection of NH within biological organisms.
肼（NH）是一种非常重要的化学物质，在各个领域都有广泛的应用。然而，它具有高毒性，并对环境构成重大危害。在这项工作中，一种新型的四氢吖啶型荧光探针（E）-2-（2-（4-丁氧基-4'-（1,1,5,5-四甲基-1,3,4,5,6,12b-六氢-2H-2,4a-亚甲基苯并[c]吖啶-7-基）-[1,1'-联苯]-3-基）乙烯基）-3-乙基苯并[d]噻唑-3-鎓（ABP-BBT）被成功地从倍半萜类化合物异长叶烯酮合成出来，用于检测NH。结果表明，ABP-BBT对NH表现出优异的选择性、高灵敏度和低检测限（7.5 nM），同时具有较大的斯托克斯位移（>150 nm）。通过1H NMR滴定和高分辨率质谱（HRMS）分析阐明了探针ABP-BBT对NH的识别机制。ABP-BBT已成功应用于检测包括砂土、黄土和黑土在内的三种土壤样品中的NH，并表现出良好的环境适应性。此外，ABP-BBT还用于洋葱组织、HepG2细胞和斑马鱼中NH的外源成像，证明了其在生物体内检测NH的潜力。
