title: Highly regioselective glucosylation of 2'-deoxynucleosides by using the crude β-glycosidase from bovine liver.
abstract: An enzymatic regioselective approach for the glucosylation of a series of 2'-deoxynucleosides was described by using the crude β-glycosidase from bovine liver that is less expensive and can be simply prepared in a standard organic laboratory. With the glucosylation of 2'-deoxyuridine as a model reaction, the effects of several key factors on the enzymatic reaction were examined. The optimum enzyme dosage, buffer pH and temperature were 0.05U/ml, 9.5 and 42°C, respectively. The presence of alkali β-glycosidase as the main active component in the crude enzyme extract might account for the high glucosylation activity at pH 9.5. In addition, the desired 5'-O-glucosylated derivatives of 2'-deoxynucleosides were synthesized with the yields of 22-72% and exclusive 5'-regioselectivities (>99%).
authors: School of Biosciences and Bioengineering, South China University of Technology, Guangzhou, China.
authors: Min
authors: M
authors: Ye
authors: Chun-Yang
authors: CY
authors: Yu
authors: Ning
authors: N
authors: Li
authors: Min-Hua
authors: MH
authors: Zong
mesh_terms: D000818:Animals; D002417:Cattle; D002851:Chromatography, High Pressure Liquid; D004187:Disaccharides / Q000378:metabolism; D006031:Glycosylation; D006863:Hydrogen-Ion Concentration; D008099:Liver / Q000201:enzymology*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009705:Nucleosides / Q000096:biosynthesis* / Q000737:chemistry / Q000378:metabolism*; D013696:Temperature; D001617:beta-Glucosidase / Q000737:chemistry / Q000378:metabolism*
chemical_list: D004187:Disaccharides; D009705:Nucleosides; D001617:beta-Glucosidase