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Enzyme and Microbial Technology, Vol.51, No.6-7, 311-318, 2012
Synthesis and characterization of ampelopsin glucosides using dextransucrase from Leuconostoc mesenteroides B-1299CB4: Glucosylation enhancing physicochemical properties
Novel ampelopsin glucosides (AMPLS-Gs) were enzymatically synthesized and purified using a Sephadex LH-20 column. Each structure of the purified AMPLS-Gs was determined by nuclear magnetic resonance, and the ionic product of AMPLS-G1 was observed at m/z 505 (C21H22O13 center dot Na)(+) using matrix-assisted laser desorption ionization time-of-flight mass spectrometry. AMPLS-G1 was identified as ampelopsin-4'-O-alpha-D-glucopyranoside. The optimum condition for AMPLS-G1, determined using response surface methodology, was 70 mM ampelopsin, 150 mM sucrose, and 1 U/mL dextransucrase, which resulted in an AMPLS-G1 yield of 34 g/L. The purified AMPLS-G1 displayed 89-fold increased water solubility and 14.5-fold browning resistance compared to those of AMPLS and competitive inhibition against tyrosinase with a K-i value of 40.16 mu M. This value was smaller than that of AMPLS (K-i = 62.56 mu M) and much smaller than that of beta-arbutin (K-i = 514.84 mu M), a commercial active ingredient of whitening cosmetics. These results indicate the potential of AMPLS and AMPLS-G1 as superior ingredients for functional cosmetics. (C) 2012 Elsevier Inc. All rights reserved.
Keywords:Glucosylation;Dextransucrase;Ampelopsin;Anti-oxidant;Leuconostoc mesenteroides;Tyrosinase inhibition