Synthesis, structural analysis and application of novel acarbose-fructoside using levansucrase

다국어 초록 (Multilingual Abstract)

Acarbose-fructoside (acarbose-Fru) was newly synthesized via the acceptor reaction of a levansucrase from Leuconostoc mesenteroides B-512 FMC with acarbose and sucrose. The resultant product was separated with 10.5% purification yield via Bio-gel P-2 column chromatography and HPLC. Its structure was determined to be 1<SUP>I</SUP>-β-d-fructofuranosyl α-acarbose, according to the results of <SUP>1</SUP>H, <SUP>13</SUP>C, HSQC, and HMBC analyses. Acarbose-Fru was inhibited competitively on α-glucosidase (A. niger and baker's yeast) but mixed noncompetitively on α-amylases (A. oryzae and porcine pancreatic). Compared to acarbose, acarbose-Fru exhibited inhibition potency of 1.12 or 1.52 on A. niger α-glucosidase or A. oryzae α-amylase, respectively. Additionally, acarbose-Fru was identified as a novel substrate for dextransucrase with K<SUB>m</SUB> and V<SUB>max</SUB> values of 189.0mM and 8.51μmol/(mgmin), respectively. Therefore, acarbose-Fru as a substrate might be synthesized novel acarbose derivatives by using dextransucrase.