基于分子内电荷转移的近红外荧光探针的设计合成及其对N2H4识别和细胞成像性能研究  

Design and Synthesis of Near-infrared Fluorescence Probe Based on Intramolecular Charge Transfer Mechanism for N2H4 Identification and Cell Imaging

作　　者：黄秋香 胡清华 王宏青[1] HUANG Qiuxiang;HU Qinghua;WANG Hongqing(School of Chemistry and Chemical Engineering,University of South China,Hengyang,Hunan 421001,China)

机构地区：[1]南华大学化学化工学院,湖南衡阳421001

出　　处：《南华大学学报（自然科学版）》2020年第2期82-89,96,共9页Journal of University of South China：Science and Technology

基　　金：湖南省研究生科研创新项目(CX20190728)。

摘　　要：设计并合成了一种新型近红外异佛尔酮衍生物荧光探针(IS—NR—NH),利用肼(N 2H 4)特异性诱导的脱乙酰基反应,使得探针分子内电荷转移效应由弱变强,从而导致荧光增强,最终实现肼的选择性检测。该探针在HCO3^-,SO4^2-,Cl^-,SO3^2-,CO3^2-,Ac^-,Br^-,NO3^-,NO2^-,HSO3^-,I^-,F^-,Mg^2+,Co^2+,Cd^2+,Zn^2+,Pb^2+,Cr^3+,Fe^3+,Al^3+,Mn^2+,Ca^2+,Ba^2+等不同干扰物质存在下,仍能实现对N 2H 4的特异性比色及荧光识别。同时,在pH 7.4,二甲基亚砜与磷酸缓冲溶液的体积比为6∶4的体系中,探针IS—NR—NH对N 2H 4在0.02×10^-3~0.4×10^-3 mol/L的浓度范围内呈现出良好的线性关系,且检测限低至2×10^-7 mol/L。此外,探针成功地实现了对HeLa细胞中N 2H 4的近红外荧光成像。A novel near-infrare disophorone-derivative based fluorescent probe(IS—NR—NH)was designed and synthesized,and the utilization of N 2H 4-induced the acetylation deprotection reaction made the intramolecular charge transfereffect turned on and eventually realized the selective detection of hydrazine.The probe can still achieve specific colorimetric and fluorescent recognition of N 2H 4 even in the presence of different analytes such as HCO3^-,SO4^2-,Cl^-,SO3^2-,CO3^2-,Ac^-,Br^-,NO3^-,NO2^-,HSO3^-,I^-,F^-,Mg^2+,Co^2+,Cd^2+,Zn^2+,Pb^2+,Cr^3+,Fe^3+,Al^3+,Mn^2+,Ca^2+,Ba^2+.At the same time,in the system of pH 7.4 and the volume ratio of 6∶4 between dimethyl sulfoxide and phosphate buffer solution,the probe IS—NR—NH showed a good linear relationship with the concentration of N 2H 4 in the range of 0.02×10^-3-0.4×10^-3 mol/L,and the detection limit was as low as 2×10^-7 mol/L.In addition,the probe successfully achieved the near-infrared fluorescence imaging of N 2H 4 in HeLa cells.

关 键 词：肼 异佛尔酮衍生物 近红外荧光探针 细胞成像 

分 类 号：O657.3[理学—分析化学] O625.5[理学—化学]