一种新型芘衍生物荧光探针高选择性检测半胱氨酸

A Novel Pyrene Derivative Based Fluorescent Probe for Highly Selective Detection of Cysteine

半胱氨酸(Cys)作为一种重要的生物硫醇,与多种疾病的发生发展密切相关。因此,设计一种高选择性、高灵敏度的快速识别Cys的探针具有重要意义。文章以1,6-芘二酮与乙二胺衍生物为原料,通过Michael加成反应,合成了一种未经报道的含酚氧杂芘荧光染料。该母体通过取代反应合成了一种丙烯酸酯为识别基团的荧光探针(PY-1)。探针分子PY-1与半胱氨酸发生分子内环化反应后荧光恢复,从而构建了一种荧光“关开”式特异性识别Cys的传感器,检出限为0.6μmol/L。同时探针PY-1能高选择性地识别Cys而不受结构相似的谷胱甘肽(GSH)和高半胱氨酸(Hcy)等物质的影响。结果表明探针分子具有很好的选择性和较高的灵敏度。

Cysteine(Cys),an important biothiol,is closely related to the occurrence and development of a variety of diseases.Therefore,it is of great significance to design a probe with high selectivity and sensitivity for rapid recognition of Cys.An unreported fluorescent dye containing phenoxypyrene is synthesized from 1,6-pyrene dione and ethylenediamine derivatives by Michael addition reaction.The fluorescent probe(PY-1)with acrylate as recognition group is synthesized by substitution reaction.The fluorescence of probe PY-1 is recovered after intramolecyclization with cysteine,and a fluorescence'off-on'sensor is constructed for Cys sensitive detection.The limit of detection is determined as 0.6μmol/L.Meanwhile,the probe PY-1 can selectively recognize Cys without being affected by the similar structures of glutathione(GSH)and homocysteine(Hcy).The results show that the probe has good selectivity and high sensitivity toward Cys.