130622-31-0Relevant articles and documents
Chemoenzymatic synthesis of naturally occurring benzyl 6-O-glycosyl-β- D-glucopyranosides
Kawahara, Eiji,Fujii, Mikio,Kato, Keisuke,Ida, Yoshiteru,Akita, Hiroyuki
, p. 1058 - 1061 (2007/10/03)
Direct β-glucosidation between benzyl alcohol and D-glucose (5) using the immobilized β-glucosidase from almonds with the synthetic prepolymer ENTP-4000 gave a benzyl β-D-glucoside (1) in 53% yield. The coupling of the benzyl β-D-glucopyranoside congener
The Role of Diglycosides as Tea Aroma Precursors: Synthesis of Tea Diglycosides and Specificity of Glycosidases in Tea Leaves
Matsumura, Sachiko,Takahashi, Shunya,Nishikitani, Mariko,Kubota, Kikue,Kobayashi, Akio
, p. 2674 - 2678 (2007/10/03)
Two general synthetic routes were established in order to synthesize two diglycosides, primeverosides (1) and vicianosides (2), found in tea leaves. Procedure 1 is based on the Koenig-Knorr type of condensation of aglycon alcohols and 1-α-bromohexabenzoylprimeverose (6) and is suitable for the condensation of primary alcohols. Procedure 2 is to combine tribenzoyl-β-D-glucoside (8) and 1-α-bromotribenzoylxylose (4). The primeveroside of a tertiary alcohol was synthesized by this method which is also applicable to the synthesis of vicianosides. The hydrolysis rate of each of the 12 synthesized glycosides by a crude tea enzyme was evaluated, which suggest that the main glycosidase is primeverosidase and the enzyme mixture shows substrate specificity to both the carbohydrate and aglycon moieties.