Galactosyl Transfer onto p-Nitrophenyl β-d-Glucoside Using β-d-Galactosidase from Bacillus civculans
1997
Murata, Takeomi | Akimoto, Satoru | Horimoto, Miki | Usui, Taichi
β-d-Gal-(1→4)-β-d-Glc-OC₆H₄NO₂-p and its isomers (β-d-Gal-(l→3)-β-d-GIc-OC₆H₄NO₂-p and β-d-Gal-(1→6)-β-d-Glc-OC₆H₄NO₂-p) were synthesized from lactose and β-d-Glc-OC₆H₄NO₂-p, using transglycosylation by the β-d-galactosidase from Bacillus circulans. This reaction was efficient enough for us to do a one-pot preparation of galactosyl-glucoside from lactose. The order of the production of the transfer products was (1→4) ≫ (1→3) > (1→6) in the initial stage of the reaction, and the same relationship was observed for the hydrolytic rate toward the three galactosyl-glucosides. The production of (1→4)- and (1→3)-linkages greatly decreased during the subsequent reaction and much more of the (1→6)- than of the (1→4)- and (1→3)-transfer products was found in the later stage of the reaction.
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