Design,Synthesis And Property Study Of Dual Boric Acid Naphthalimide Fluorescent Probes For Recognizing Carbohydrate

Carbohydrates play an important role in the normal functioning of life.The abnormal metabolism of some carbohydrates can cause a variety of diseases.Therefore,the development of fluorescent probes that can selectively recognition carbohydratesisof great significance for the diagnosis and treatment of related diseases.Based on the covalent combination of boric acid and cis-dihydroxyl containing structure,boric acid-based fluorescent probes for recognizing carbohydrates have attracted much attention.The boric acid-based fluorescent probes with anthracene as fluorophore could selectively recognize glucose and Lewis carbohydrate antigens by way of structural fine-tuning.But the main issues of short emission wavelength and poor water solubility limit their wide application in biological systems.In this article,a series of novel naphthalimide dual boric acid-based fluorescent probes has been synthesized.The selectivity,affinity,cytotoxicity and bioimaging were studied.1.A series of dual boric acid-based fluorescence probe(DPET,Nap-1O,Nap-2O,Nap-1N,Nap-2N)has been synthesized by nucleophilic substitution of 2-bromomethyl-benzenboric acid and amino modified naphthalimidederivatives.The structures of the compounds were determined by NMR and mass spectrometry.2.The selectivity of the fluorescent probes to different monosaccharides and Lewis carbohydrate antigens was studied.The selectivity of DPET to monosaccharides was higher than that of SPET.Nap-1O showed more selective for D-fructose.Nap-2N was more selective for Le~y and could selectively image Hep3B cells,a tumor-associated with over-expressed Le~y antigen.