Copolymers consisting of N-3-acrylamidophenylboronic acid (APBA) and 2-hydroxyethyl methacrylate moieties (HEMA) were synthesized and their solubility and fluorescence properties were evaluated in the presence of sugar. The APBA-HEMA copolymer composed of 25 mol% of APBA moiety was found to be poorly soluble in water at pH 7.4. However, the water solubility of APBA-HEMA was improved in the presence of fructose in solution. The solubility of APBA-HEMA was influenced by fructose in a concentration-dependent manner, due to the formation of boronate ester of APBA moiety with fructose added. In addition, APBA-HEMA was modified with fluorescein isothiocyanate (FITC) for the fluorometric detection of sugars. The fluorescence intensity of FITC-modified APBA-HEMA was dependent on the type and concentration of sugars in solution. The fluorescence intensity of FITC-modified APBA-HEMA was highly enhanced by the addition of fructose, while the fluorescent response was negligibly small when other sugars were added. Thus, usefulness of FITC-modified APBA-HEMA for the selective determination of fructose was demonstrated.