Galactosylation of antibiotics using the beta-galactosidase from Aspergillus oryzae Export

@article{citeulike:505264, abstract = {The β-galactosidase from Aspergillus oryzae has been shown to catalyze the synthesis of β-galactosides of antibiotics such as chlorphenisin and chloramphenicol using β-lactose as the galactosyl donor. Among the water-miscible organic solvents tested, 20\% (v/v) acetonitrile in the reaction mixture gave the highest yield in galactoside synthesis. The products obtained were purified by preparative TLC and liquid chromatography and analyzed by 1H-and 13C-NMR, and MS (FAB). Chlorphenisin and chloramphenicol were galactosylated exclusively at their primary hydroxy groups. The pH optimum for the transgalactosylation reaction was between pH 4–5. Increasing concentrations of galactosyl donor and aglycon caused increasing yields of galactosides. When the resulting galactosylated antibiotic was withdrawn from the sample, further synthesis was observed. This could be accelerated either by withdrawing the resulting monosaccharides (glucose and galactose) or exchanging them for mannose.}, author = {Scheckermann, C. and Wagner, F. and Fischer, L.}, citeulike-article-id = {505264}, citeulike-linkout-0 = {http://dx.doi.org/10.1016/S0141-0229(96)00211-6}, citeulike-linkout-1 = {http://www.ingentaconnect.com/content/els/01410229/1997/00000020/00000008/art00211}, doi = {10.1016/S0141-0229(96)00211-6}, issn = {0141-0229}, journal = {Enzyme and Microbial Technology}, keywords = {antibiotics, biocatalysis}, month = {June}, number = {8}, pages = {629--634}, posted-at = {2006-02-14 17:42:55}, priority = {2}, title = {Galactosylation of antibiotics using the beta-galactosidase from Aspergillus oryzae}, url = {http://dx.doi.org/10.1016/S0141-0229(96)00211-6}, volume = {20}, year = {1997} }

TY - JOUR ID - citeulike:505264 L3 - citeulike-article-id:505264 N2 - The β-galactosidase from Aspergillus oryzae has been shown to catalyze the synthesis of β-galactosides of antibiotics such as chlorphenisin and chloramphenicol using β-lactose as the galactosyl donor. Among the water-miscible organic solvents tested, 20% (v/v) acetonitrile in the reaction mixture gave the highest yield in galactoside synthesis. The products obtained were purified by preparative TLC and liquid chromatography and analyzed by 1H-and 13C-NMR, and MS (FAB). Chlorphenisin and chloramphenicol were galactosylated exclusively at their primary hydroxy groups. The pH optimum for the transgalactosylation reaction was between pH 4–5. Increasing concentrations of galactosyl donor and aglycon caused increasing yields of galactosides. When the resulting galactosylated antibiotic was withdrawn from the sample, further synthesis was observed. This could be accelerated either by withdrawing the resulting monosaccharides (glucose and galactose) or exchanging them for mannose. IS - 8 JF - Enzyme and Microbial Technology SN - 0141-0229 EP - 634 TI - Galactosylation of antibiotics using the beta-galactosidase from Aspergillus oryzae VL - 20 SP - 629 KW - antibiotics KW - biocatalysis AU - Scheckermann, C AU - Wagner, F AU - Fischer, L PY - 1997/06// UR - http://dx.doi.org/10.1016/S0141-0229(96)00211-6 ER -