一种检测环境样品和细胞中肼的香豆素类比率型荧光探针  

A coumarin-based ratiometric fluorescent probe for detection of hydrazine in environmental samples and living cells

作　　者：盛筱[1] 沈亚龙 张晨 张艺雯 刘树玲[1] 王守信 SHENG Xiao;SHEN Yaong;ZHANG Chen;ZHANG Yiwen;LIU Shuing;WANG Shouxin(School of Pharmaceutical Sciences,Jining Medical University,Rizhao 276826,Shandong,China)

机构地区：[1]济宁医学院药学院,山东日照276826

出　　处：《精细化工》2023年第12期2641-2649,共9页Fine Chemicals

基　　金：山东省自然科学基金项目(ZR2020MB107);山东省大学生创新创业训练计划项目(S202210443009)。

摘　　要：以香豆素为荧光团、4-溴丁酰基为识别基团,设计合成了一种比率型肼荧光探针3-(4-氯苯基)-2-氧代-2H-苯并吡喃-7-基-4-溴丁酸酯(COCB)。通过^(1)HNMR、^(13)CNMR和HRMS确证其结构。肼对探针COCB中溴代丁酰基的选择性脱保护使分子内电荷转移(ICT)过程恢复;探针COCB在420 nm处蓝色荧光衰减,而在480 nm处青色荧光增强,实现了对肼的比率检测。探针COCB对肼表现出高选择性、高灵敏度和强抗干扰能力,并能在较宽的线性范围(0~250μmol/L)和pH范围(6~11)内检测肼,检出限低至0.15μmol/L。此外,探针COCB合成简便,细胞毒性较低,已成功用于实际水样、土壤以及活细胞中肼的检测。A ratiometric fluorescent probe 3-(4-chlorophenyl)-2-oxo-2H-chromen-7-yl-4-bromobutanoate(COCB)for hydrazine was designed and synthesized from coumarin and 4-bromobutyryl,and characterized for structural analysis by ^(1)HNMR,13CNMR and HRMS.The selective deprotection of hydrazine for 4-bromobutyryl group in COCB led to the recovery of the intramolecular charge transfer(ICT)process.Probe COCB exhibited an attenuation of blue emission at 420 nm and an enhancement of cyan emission at 480 nm,achieving ratiometric detection for hydrazine.Probe COCB showed high selectivity,high sensitivity and strong anti-interference ability for hydrazine detection in a wide linear range(0~250μmol/L)and pH range(6~11)with a detection limit as low as 0.15μmol/L.Moreover,probe COCB,with easy synthesis and low cytotoxicity,was successfully used for the detection of hydrazine in actual water samples,soils and living cells.

关 键 词：香豆素 肼 合成 比率型荧光探针 细胞成像 功能材料 

分 类 号：O657.3[理学—分析化学] X832[理学—化学]