A glucose-containing monomer (2-methacryloylolxyethyl alpha-D-glucopyranoside, MEG) was polymerized by using a lipophilic radical initiator. The amphiphile obtained formed a stable liposome by mixing with L-alpha-dipalmitoylphosphatidylcholine (DPPC) or bis(trans,trans-2,4-dioctadecadienoyl)phosphatidylcholine (DDPC, polymerized by UV irradiation after preparation of the liposome), and the interaction of sugar moieties of the amphiphile with a lectin at liquid-lipid and solid-lipid interfaces was investigated by the turbidimetry and the multiple internal reflection fluorescence method, respectively. The rate of binding of the sugar-containing liposome to the surface modified with the lectin was smaller than the theoretical value for a simple collision and strongly dependent on both weight percent of the sugar lipid in the liposome and the degree of polymerization of MEG.