Neohesperidin dihydrochalcone (NHDC), a sweet compound derived from citrus fruits, was modified to a series of its oligosaccharides by transglycosylation activity of Bacillus stearothermophilus maltogenic amylase (BSMA). Maltotriose as a donor was reacted with NHDC as an acceptor to glycosylate for the purpose of increasing the solubility of NHDC. Maltosyl-NHDC was a major transglycosylation product among the several transfer products by TLC analysis. The structure of the major transglycosylation product was determined to be maltosyl-α-(1,6)-neohesperidin dihydrochalcone by MALDI-TOF/MS and (1)H and (13)C NMR. Maltosyl-NHDC was 700 times more soluble in water and 7 times less sweet than NHDC.
transglycosylation, Bacillus stearothermophilus maltogenic amylase (BSMA), neohesperidin dihydrochalcone (NHDC), maltosyl-α-(1, 6)-neohesperidin dihydrochalcone
NCBI PubMed ID: 10691608Publication DOI: 10.1021/jf991044yJournal NLM ID: 0374755Publisher: American Chemical Society
Correspondence: parkkh@plaza.snu.ac.kr
Institutions: Department of Food Science & Technology and Research Center for New Bio-Materials in Agriculture, Seoul National University, Suwon, South Korea
Methods: 13C NMR, 1H NMR, TLC, MALDI-TOF MS, GPC, UV, CC, enzymatic assay, spectrophotometry, evaporation, centrifugation, taste analysis
Found