The hydrolysis of protopanaxadiol-type saponin mixture by various glycoside hydrolases was examined. Among these enzymes, crude preparations of lactase from
Aspergillus oryzae, β-galactosidase from
A. oryzae, and cellulase from
Trichoderma viride were found to produce ginsenoside F
2 [3-
O-(β-
D-glucopyranosyl)-20-
O-β-
D-glucopyranosyl-20(
S)-protopanaxadiol], compound K [20-
O-β-
D-glucopyranosyl-20(
S)-protopanaxadiol], and ginsenoside Rd {3-
O-[β-
D-glucopyranosyl-(1→2)-β-
D-glucopyranosyl]-20-
O-β-
D-glucopyranosyl-20(
S)-protopanaxadiol}, respectively, from protopanaxadiol-type saponin mixture in large quantities. Moreover, the crude preparation of lactase from
Penicillium sp. having a high producing activity of ginsenoside Rh
1 (6-
O-β-
D-glucopyranosyl-20(
S)-protopanaxatriol) from protopanaxatriol-type saponin mixture gave ginsenoside Rd as a main product, ginsenoside Rg
3 {3-
O-[β-
D-glucopyranosyl-(1→2)-β-
D-glucopyranosyl]-20(
S)-protopanaxadiol}, and compound K from protopanaxadiol-type saponin mixture. The hydrolytic pathways of ginsenosides Rb
1, Rb
2, and Rc to ginsenosides Rd, Rg
3, and F
2, and compound K by crude preparations of four glycoside hydrolases were also studied. This is the first report on the enzymatic preparation of an intestinal bacterial metabolite, ginsenoside F
2, in quantity, and a considerable amount of a minor saponin, ginsenoside Rg
3, from a protopanaxadiol-type saponin mixture.
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