91992-06-2Relevant academic research and scientific papers
Probing the regiospecificity of enzyme-catalyzed steroid glycosylation
Zhou, Maoquan,Hou, Yanpeng,Hamza, Adel,Zhan, Chang-Guo,Bugni, Tim S.,Thorson, Jon S.
, p. 5424 - 5427 (2012)
The potential of a uniquely permissive engineered glycosyltransferase (OleD ASP) as a catalyst for steroid glycosylation is highlighted. The ability of OleD ASP to glucosylate a range of cardenolides and bufadienolides was assessed using a rapid LC-UV/MS-SPE-NMR analytical platform. While a bias toward OleD-catalyzed C3 monoglucosylation was observed, subtle alterations of the steroidal architecture, in some cases, invoked diglucosylation or, in one case (digoxigenin), C12 glucosylation. This latter case represents the first, and highly efficient, synthesis of digoxigenin 12-O-β-d-glucoside.
Enzymic Formation of β-Alkyl Glycosides by β-Galactosidase from Aspergillus oryzae and Its Application to the Synthesis of Chemically Unstable Cardiac Glycosides
Ooi, Yasuhiro,Hashimoto, Toshihiro,Mitsuo, Naoki,Satoh, Toshio
, p. 1808 - 1814 (2007/10/02)
β-Galactosidase obtained from Aspergillus oryzae was found to have strong transglycosylation activity.The glycosylation of water-soluble and insoluble alcohols was successfully performed under mild conditions (pH 5 at 4-37 deg C) with this enzyme.The enzyme was also applied to the one-step synthesis of several cardiac glycosides that are difficult to obtain by ordinary chemical methods.Keywords--enzymic transglycosylation; β-galactosidase; Aspergillus oryzae; cardiac glycoside; alkyl β-glycoside
ENZYMIC SYNTHESIS OF CHEMICALLY UNSTABLE CARDIAC GLYCOSIDES BY β-GALACTOSIDASE FROM ASPERGILLUS ORYZAE
Ooi, Yasuhiro,Hasimoto, Toshihiro,Mitsuo, Naoki,Satoh, Toshio
, p. 2241 - 2244 (2007/10/02)
β-Galactosidase obtained from Asp. oryzae was found to have strong transglycosylation activity.The glycosylation of water soluble and insoluble alcohols was successfully performed under such mild conditions at pH 5 at 4-37 deg C by using the enzyme.This enzymic method was applied to the one step synthesis of several cardiac glycosides difficult to obtain by ordinary chemical methods.
