title: Unique biocatalytic resolution of racemic tetrahydroberberrubine via kinetic glycosylation and enantio-selective sulfation.
abstract: In this communication, we document a facile kinetic glycosylation resolution of racemic tetrahydroberberrubine. We also demonstrate that the enantiomeric excess of the resolved products is increased via a second resolution of the minor product of the first glycosylation resolution. This provides a rare example of tandem kinetic resolution of racemates.
authors.affiliation: State Key Laboratory of Natural Medicines, China Pharmaceutical University, 24# Tong Jia Xiang St, Nanjing, 21009, PR China.
authors.forename: Hai-Xia
authors.initials: HX
authors.lastname: Ge
authors.forename: Jian
authors.initials: J
authors.lastname: Zhang
authors.forename: Ying
authors.initials: Y
authors.lastname: Dong
authors.forename: Kai
authors.initials: K
authors.lastname: Cui
authors.forename: Bo-Yang
authors.initials: BY
authors.lastname: Yu
mesh_terms: D001599:Berberine / Q000031:analogs & derivatives / Q000737:chemistry* / Q000378:metabolism*; D055162:Biocatalysis; D020462:Gliocladium / Q000378:metabolism*; D006031:Glycosylation; D007700:Kinetics; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism; D013429:Sulfatases / Q000378:metabolism*; D013431:Sulfates / Q000378:metabolism*
chemical_list: D013431:Sulfates; D001599:Berberine; D013429:Sulfatases