A chemosensing system for the selective recognition of fructose based on a reverse photoinduced electron transfer process was developed. A fluorescent boronic acid, m-dansylaminophenylboronic acid, reacts with fructose to produce an electron transfer, which results in the fluorescence quenching of the dye. The addition of the sugar shifted the pKa from 8.13 to 7.80. A possible sensing mechanism is proposed. The analytical figures determined in a batch approach were detection limit 5 × 10–6 M, repeatability of 1% at the 1 × 10–4 M fructose level and linear calibration up to 3 × 10–4 M. A flow injection system was also examined and after the experimental conditions had been optimized a selectivity study showed that only galactose (at a 1:2 fructose to galactose molar ratio) gave a positive deviation. Several food samples were analysed by the proposed flow injection procedure and the results agreed with those obtained using an enzymatic kit for food analysis.