基于咪唑并吡啶pH探针的合成及其光谱性质

1)聊城大学药学院,山东聊城 252000; 2)聊城市第四人民医院,山东聊城 252000

分子探针设计与构建; 咪唑并[1,2-a]吡啶; pH荧光探针; 紫外吸收光谱; 荧光发射光谱; 极酸性环境

Synthesis and spectral properties of pH probes based on imidazopyridine
ZHANG Yuepeng1, CHEN Fang1, HUANG Ke2, WANG Shuaike1, and WANG Rui1

1)Pharmacy College,Liaocheng University, Liaocheng 252000, Shandong Province, P.R.China2)Liaocheng Fourth People's Hospital, Liaocheng 252000, Shandong Province, P.R.China

design and construction of molecular probes; imidzao[1,2-a]pyridine; pH fluorescent probe; UV absorption spectra; fluorescence emission spectra; extremely acidic environment

DOI: 10.3724/SP.J.1249.2019.04387

备注

为了得到适用于极酸性环境的pH荧光探针,选用咪唑并[1,2-a]吡啶类化合物作为受体,以双键作为桥梁连接供电体吩噻嗪,设计合成了化合物10-(2-(2-甲氧基乙氧基)乙基)-3-(2-(2-苯基咪唑并[1,2-a]吡啶-7-基)乙烯基)-10H-吩噻嗪. pH滴定实验表明,随着体系中pH值的降低(7.0~0.4),化合物在399 nm的紫外吸收强度逐渐降低,在419 nm的紫外吸收强度逐渐增强,在573 nm处的荧光发射峰强度随pH值的降低而逐渐减弱.此外,该化合物的解离常数pKa为3.07.实验数据表明,该化合物可作为一种新型的 pH荧光探针适用于极酸性环境.

In order to obtain a pH fluorescent probe suitable for extremely acidic environment, we use imidazo [1,2-a] pyridine compounds as receptors and double bonds as bridge-connected donor phenothiazine to synthesize a compound 10-(2-(2-methoxyethoxy)ethyl-3-(2-(2-phenylimidazo [1,2-a] pyridin-7-yl)vinyl)-10H-phenothiazine. The results of pH titration show that with the pH decrease from 7.0 to 0.4, the UV absorption intensity of the compound gradually reduces at 399 nm but gradually increases at 419 nm, and the fluorescence emission peak intensity gradually reduces at 573 nm. The pKa of the compound is 3.07. The synthesized compound can be used as a new pH fluorescent probe suitable for extremely acidic environment.

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