Peptide-Conjugated Aggregation-Induced Emission Fluorogenic Probe for Glypican-3 Protein Detection and Hepatocellular Carcinoma Cells Imaging

Hepatocellular carcinoma (HCC) is a malignant tumor with high morbidity and mortality on a global scale, and the development of accurate detection and imaging methods for HCC cells is urgently needed. Herein, by connecting peptide L5, which can specifically bind to the overexpressed Glypican-3 (GPC-3) protein of HCC cells with aggregation-induced emission (AIE) moiety ammonium cation-functionalized 9,10-distyrylanthracene (NDSA) via the “click” reaction, we synthesized a fluorescent probe NDSA-L5. In an aqueous solution, the probe shows weak emission, whereas, in the presence of the GPC-3 protein, bright fluorescence can be obtained since NDSA-L5 binds to the GPC-3 protein, leading to the restricted intramolecular movement of AIE-active NDSA-L5. The imaging and flow cytometry experiments demonstrate that the NDSA-L5 probe can rapidly accumulate in the subcutaneous HCC cells and liver tumor tissue and shows a potential application in early detection and surgical navigation for HCC cancer.