Molecular Sensor and Supramolecular Chemistry Laboratory, Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Howrah-711103, West Bengal, India.
Division of Molecular Medicine, Bose Institute, P 1/12, CIT Scheme VIIM, Kolkata-700054, India.
Org Biomol Chem. 2023 Jul 26;21(29):6046-6056. doi: 10.1039/d3ob00869j.
An acetoxy naphthaldehyde conjugated benzophenoxazinium chloride chromophore-based-donor-π-acceptor (D-π-A) fluorescent probe BPN (benzophenoxazinium naphthoxy imine) displaying near-infrared (NIR) emission was reported for hydrazine detection. The chosen water-soluble benzophenoxazinium chloride chromophore has excellent photostability, a high molar extinction coefficient and fluorescence quantum yield ( = from 0.0075 to 0.6193), higher selectivity towards hydrazine and a longer fluorescence lifetime. In the presence of hydrazine, BPN exhibits near infrared fluorescence emission at 725 nm along with color change from light blue to red, as detected by the naked eye. Moreover, the BPN probe can selectively detect hydrazine (DL = 4.5 × 10 M) in a 90% aqueous DMSO solution without interfering with other analytes. As proof of real samples, the probe is successfully applied to sense hydrazine in thin layer chromatography (TLC) paper strips (both solution and vapor phases) and water and soil samples, suggesting its significant potential application. Also, due to its NIR emission and aqueous solubility, the BPN probe can be successfully used in live cell imaging with low cytotoxicity.
一种乙酰氧基萘醛缩苯并恶嗪鎓氯化物生色团供体-π-受体（D-π-A）荧光探针 BPN（苯并恶嗪萘氧基亚胺），用于检测肼。所选择的水溶性苯并恶嗪鎓氯化物生色团具有出色的光稳定性、高摩尔消光系数和荧光量子产率（从 0.0075 到 0.6193），对肼具有更高的选择性和更长的荧光寿命。在存在肼的情况下，BPN 在 725nm 处表现出近红外荧光发射，同时肉眼可检测到颜色从浅蓝色变为红色。此外，BPN 探针可以在 90%的水-DMSO 溶液中选择性地检测肼（DL = 4.5×10 M），而不会干扰其他分析物。作为对实际样品的证明，该探针成功应用于薄层色谱（TLC）纸带上（溶液和蒸气相）以及水和土壤样品中肼的检测，表明其具有重要的潜在应用价值。此外，由于其近红外发射和水溶性，BPN 探针可以成功用于具有低细胞毒性的活细胞成像。
