The Syntheses of Catechin-glucosides by Transglycosylation withLeuconostoc mesenteroidesSucrose Phosphorylase

Enzymatic Syntheses of Two Stable (–)-Epigallocatechin Gallate-glucosides by Sucrose Phosphorylase

“…These results suggest that the transfer products, EGCgG-l and EGCgG-2, were~-mono-and~-di-glucoside of EGCg, respectively. Table I shows 13C-NMR data of the transfer products in acetone-d 6 in comparison with that of the authentic EGCg. In EGCgG-l, all carbon signals assigned to the EGCg moiety were well-agreed with those of EGCg, except for the signals at 137.8 ppm to C-l', 151.7 ppm to C-3' and 151.7 ppm to C-5'.…”

“…The molecular weight was estimated from the m/z value of the quasimolecular ion (M+H)+ peak. Proton nuclear resonance etH-NMR) spectra (199.5 MHz) and carbon-l 3 nuclear resonance et 3 C-NMR) spectra (50.10 MHz) of the sample in acetone-d 6 solution were recorded with a JEOL FX-200 spectrometer and tetramethylsilane as an internal standard.…”

“…In the case of ( + )-catechin, the main transfer product, which was identified as (+ )-catechin 3'-O-(X-o-glucopyranoside, was much more resistant than ( + )-catechin to light irradiation. 6 ) In this paper, we describe the glucosylation of EGCg by the SPase and the structure analysis of the glucosylated products. The comparison of stability between EGCg and its glucosylated products is also described.…”

Glucosylation of Acetic Acid by Sucrose Phosphorylase

“…In the transglucosylation reaction of this enzyme, which shows rather broad acceptor specificity, several -glucosides can be synthesized in a one-step reaction from sucrose and various organic compounds. [2][3][4][5][6] Many kinds of biologically active compounds are used in food and cosmetic materials, many of which include a carboxyl group in their structures, but some of these compounds have a strong smell, sourness, or low solubility. Hence it is very important to improve these characteristics to enhance their usefulness as food or cosmetic ingredients.…”

Enzymatic Synthesis of α-Anomer-SelectiveD-Glucosides Using Maltose Phosphorylase

“…Among disaccharide phosphorylases, only sucrose phosphorylase (EC 2.4.1.7, SPase) has been reported to show transfer activity not only to sugars but to phenolic compounds. 10,11) The enzyme catalyzes a reversible phosphorolysis of sucrose and inorganic phosphate to -D-glucose-1-phosphate and D-fructose, and is different from MPase in reaction mechanism. 1) In this note, we report for the first time that the some MPases catalyzed anomer-selective transglycosylation of compounds having alcoholic OH groups.…”