Abstract

Since the elucidation that sugar-lectin interactions contribute to the understanding of ‘‘Glycomics’’, how to construct glyco-sensors with rapid response, excellent sensitivity and selectivity is of intense research interest. Herein, we report the design of three NIR emissive glyco-probes based on diketopyrrolopyrrole (DPPs) conjugated with two ( DPPG ), four ( DPPF-G ) and six ( DPPS-G ) galactose groups. All three molecules could probe lectins with excellent sensitivity and selectivity. The increase of glyco-DPP emission in NIR region upon interaction with lectin is due to the aggregates formation induced by sugar-lectin interactions, which have been verified by dynamic light scattering (DLS) and scanning electronic microscope (SEM) analysis. Due to the multiple glyco-ligands on DPPS-G , it has been successfully used to stain HepG2 cells through interactions between galactose and asialogly-coprotein (ASGP-R), which are overexpressed on the surface of HepG2 cells.

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