基于3-羟基沙利度胺的比率型荧光探针对过氧化氢的检测

A 3-Hydroxythalidomide-based Ratiometric Fluorescent Probe for the Detection of H_(2)O_(2)

药物分子3-羟基沙利度胺作为分子胶水因其良好的生物相容性、明确的代谢途径以及与CRBN蛋白的特异性结合而备受关注,但其在分析化学领域的应用却鲜有报道.本文基于3-羟基沙利度胺的特殊荧光性能,研究了其在化学传感器领域的新应用.以3-羟基沙利度胺为荧光核,设计合成了显现荧光的过氧化氢探针沙利度胺基频哪醇硼酸酯.基于激发态分子内质子转移机理,该探针对过氧化氢显示出特异选择性和超高灵敏度,检出限为9.8 nmo/L,可应用于化学实验废水、污水及化妆品中过氧化氢的检测.此外,通过光谱技术和理论计算揭示了该荧光探针的识别机制.

Off-label use of 3-hydroxythalidomide draws more and more attentions due to its known biocompatibility,the metabolic pathway and the unique binding mode to CRBN protein.However,there is rare report about the application in analysis field.Herein,the off-label use of 3-hydroxythalidomide in the field of chemosensor was investi⁃gated.We designed and synthesized a H_(2)O_(2) probe 2-(2,6-dioxopiperidin-3-yl)-4-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzyl]oxy}isoindoline-1,3-dione with fluorescent properties,using the old drug 3-hydroxythali-domide as parent compound.Based on the analysis,the probe has high selectivity and sensitivity for H_(2)O_(2) over other analysts based on the exited state intramolecular proton transfer mechanism.Furthermore,the probe has good selectivity towards other analysts with a limit of detection(LOD)of 9.8 nmol/L,and it was successfully used in the de⁃tection of H_(2)O_(2) in cosmetics samples,water samples and sewage samples.Meanwhile,we revealed the sensoring mechanism through the spectrum technology and the theoretic calculations.