一种“裸眼”可视化检测溶液的pH值及细胞中铁离子的BODIPY类探针
A Visible BODIPY Probe for ‘Naked-Eye’ Detection of pH Value and Intracellular Fe3+
作者单位E-mail
渠星宇 晋中学院化学化工学院, 晋中 030619  
边永军 晋中学院化学化工学院, 晋中 030619 zshen@nju.edu.cn 
白杨 晋中学院化学化工学院, 晋中 030619  
沈珍 南京大学化学化工学院, 配位化学国家重点实验室, 南京 210023 yjbian2013@jzxy.edu.cn 
摘要: 以吡啶-2-甲酸(4-甲酰基苯酚)酯代替对羟基苯甲醛,将对羟基苯基引入到BODIPY染料的3-位,以高产率得到一个BODIPY类探针2。探针2易溶解到各种有机溶剂中,在甲醇溶液中的最大吸收和发射波长分别为570和585 nm,荧光量子产率达到0.9。当溶液的pH值从酸性过渡到碱性时,对羟基苯乙烯基团会慢慢失去质子,其溶液最大吸收波长发生红移,荧光发生淬灭,而且溶液颜色也发生明显的变化。因此,探针2可作为一种"裸眼"可视化的pH探针。此外,探针2对Fe3+也有明显的响应,在溶液中加入Fe3+,探针2分子结构中乙烯基团发生断裂,其溶液最大吸收波长和最大发射峰均发生蓝移。因此,探针2也可以作为Fe3+的比率型探针。同时探针2毒性较低、渗透性好、对Fe3+选择性高,可以应用到细胞中检测Fe3+的含量。
关键词: BODIPY  pH探针  荧光探针  Fe3+探针
基金项目: 晋中学院“1331工程”光电材料重点创新团队和山西省“1331工程”重点创新团队建设计划资助。
Abstract: A fluorescence probe 2 containing 4-hydroxystyryl at the 3-position on the boron fluoride dipyrromethene(BODIPY) fluorophore was successfully synthesized in high yield using the 4-formylphenyl picolinate as the starting material instead of 4-hydroxybenzaldehyde. Probe 2 exhibits excellent optical performance, including good solubility, high extinction coefficient and high fluorescence quantum yield (Ф=0.90 in CH3OH). The absorption and emission bands of probe 2 are centered at 570 and 585 nm in CH3OH, respectively. When the pH value of the solution changes from acidity to basicity, both positive fluorescence response and visual color change make naked-eye detection of pH value possible due to the deprotonation of hydroxyl group. With the addition of Fe3+ ions into the solution, visual color changes and blue shift of the absorption and fluorescence peak were detected as well. Hence, the probe 2 could also be used as a ratiometric fluorescent probe for selectively monitoring Fe3+ ion in solution and in living cells.
Keywords: BODIPY dyes  pH probe  fluorescent probe  probe for Fe3+
投稿时间:2018-11-01 修订日期:2019-01-30
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渠星宇,边永军,白杨,沈珍.一种“裸眼”可视化检测溶液的pH值及细胞中铁离子的BODIPY类探针[J].无机化学学报,2019,35(4):649-657.
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