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- Title
Biocatalytic Generation of Molecular Diversity: Modification of Ginsenoside Rb<sub>1</sub> by β-1,4-Galactosyltransferase and Candida antarctica Lipase, Part 4.
- Authors
Gebhardt, Steffen; Bihler, Stefan; Schubert-Zsilavecz, Manfred; Riva, Sergio; Monti, Daniela; Falcone, Laura; Danieli, Bruno
- Abstract
A series of specific derivatives of the complex protopanaxadiol glycoside ginsenoside Rb1 ( 1) were prepared by catalysis of two unrelated enzymes: the β-1,4-galactosyltransferase from bovine colostrum (GalT) and the lipase B from Candida antarctica ( Novozym ® 435). Both of the enzymes showed the expected regioselectivity towards specific glucose OH groups ( i.e., OHC(4) for GalT and preferentially the primary OHC(6) for Novozym ® 435), accompanied by a nonpredictable 'site selectivity' for the gentiobiose disaccharide unit linked at C(20) of the dammarane skeleton. The galactosylated products 1a- e and the acetylated products 1f- h were isolated by HPLC and fully characterized by extensive MS and NMR analysis.
- Publication
Helvetica Chimica Acta, 2002, Vol 85, Issue 7, p1943
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/1522-2675(200207)85:7<1943::AID-HLCA1943>3.0.CO;2-T