Enzymatic synthesis of chlorogenic acid glucoside using dextransucrase and its physical and functional properties

•Chlorogenic acid glucoside (CHG) was synthesized by dextransucrase and sucrose.•The purified compound was identified as chlorogenic acid-4'′-O-α-D-glucopyranoside.•Production yield of CHG was 44.0% or 141mM by response surface methodology.•CHG displayed improved physical properties, and higher growth inhibition of colon cancer cell than chlorogenic acid.•This study indicates that CHG is functional component applicable in food or pharmaceutical industry. Chlorogenic acid, a major polyphenol in edible plants, possesses strong antioxidant activity, anti-lipid peroxidation and anticancer effects. It used for industrial applications; however, this is limited by its instability to heat or light. In this study, we for the first time synthesized chlorogenic acid glucoside (CHG) via transglycosylation using dextransucrase from Leuconostoc mesenteroides and sucrose. CHG was purified and its structure determined by nuclear magnetic resonance and matrix-associated laser desorption ionization–time-of-flight mass spectroscopy. The production yield of CHG was 44.0% or 141mM, as determined by response surface methodology. CHG possessed a 65% increased water solubility and 2-fold browning resistance while it displayed stronger inhibition of lipid peroxidation and of colon cancer cell growth by MTT assay, compared to chlorogenic acid. Therefore, this study may expand the industrial applications of chlorogenic acid as water-soluble or browning resistant compound (CHG) through enzymatic glycosylation.