一种含SNAP-tag TM底物的硫醇荧光探针  

A thiol fluorescent probe containing SNAP-tag TM substrate

作　　者：林利霞 郭春青 王利斌 赵子彪 熊康明 LIN Lixia;GUO Chunqing;WANG Libin;ZHAO Zibiao;XIONG Kangming(Department of Security,Shanxi Police College,Taiyuan 030401,China;Key Laboratory of Nano-imaging and Drugloaded Preparation of Shanxi Province,Shanxi Bethune Hospital,Taiyuan 030032,China;CAS Key Laboratory of Separation Science for Analytical Chemistry,Dalian Institute of Chemical Physics,Chinese Academy of Sciences,Dalian 116023,China)

机构地区：[1]山西警察学院治安系,山西太原030401 [2]山西白求恩医院纳米成像与载药制剂山西省重点实验室,山西太原030032 [3]中国科学院大连化学物理研究所分离分析化学重点实验室,辽宁大连116023

出　　处：《河北大学学报（自然科学版）》2024年第5期504-512,共9页Journal of Hebei University(Natural Science Edition)

基　　金：国家自然科学基金资助项目(22008232);山西省基础研究计划青年科学研究项目(202203021212512)。

摘　　要：合成了一种同时含α,β-不饱和酮活性位点和SNAP-tag TM底物的香豆素母体探针香豆素-烯酮-苯甲氨基鸟嘌呤(CAKBG).通过测试探针CAKBG的紫外-可见吸收光谱和荧光发射光谱,发现探针CAKBG在极性溶剂(例如,甘油、乙二醇、水、DMSO)中有更长的吸收波长,且探针CAKBG对溶液的pH变化不敏感.此外,光谱实验发现生物硫醇Cys和Hcy均能引起探针CAKBG的最大吸收波长发生蓝移,且当激发波长为405 nm时,Cys和Hcy均能导致探针CAKBG在487 nm处的荧光发射峰明显增强.细胞成像结果表明,含有SNAP-tag TM底物的硫醇荧光探针CAKBG在活细胞中可以对Cys、Hcy进行荧光成像.综上,SNAP-Tag TM蛋白标签技术有望今后在硫醇荧光探针的细胞成像中得到推广应用.A coumarin-based probe coumarin-alkene ketone-benzylaminoguanine(CAKBG)containing bothα,β-unsaturated ketone and SNAP-tag TM substrate was synthesized.By testing the UV-Vis absorption spectra and fluorescence emission spectra of the probe CAKBG,the results show that the probe CAKBG has a longer absorption wavelength in polar solvents(such as glycerol,ethylene glycol,water,DMSO),and the probe CAKBG is not sensitive to the pH change of the solutions.In addition,spectral experiments show that both Cys and Hcy can cause a blue shift in the maximum absorption wavelength of the probe CAKBG,and when the excitation wavelength is 405 nm,both Cys and Hcy can cause the fluorescence emission peak of the probe CAKBG at 487 nm to be significantly enhanced.Cell imaging results show that the thiol fluorescent probe CAKBG containing SNAP-tag TM substrate can image Cys and Hcy in living cells.The above results indicate that SNAP-Tag TM protein labeling technology is expected to be widely used in cell imaging of thiol fluorescent probes in the future.

关 键 词：Α Β-不饱和酮 SNAP-Tag TM底物 硫醇荧光探针 细胞成像 

分 类 号：O622.4[理学—有机化学]