Chemoenzymatic Synthesis of Naturally Occurring Benzyl 6-O-Glycosyl-. BETA.-D-glucopyranosides

E Kawahara, M Fujii, K Kato, Y Ida, H Akita

Index: Kawahara, Eiji; Fujii, Mikio; Kato, Keisuke; Ida, Yoshiteru; Akita, Hiroyuki Chemical and Pharmaceutical Bulletin, 2005 , vol. 53, # 8 p. 1058 - 1061

Full Text: HTML

Citation Number: 12

Abstract

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 (8) derived from 1 with phenyl 2, 3, 4-tri-O-acetyl-1-thio-β-D-xylopyranoside (9), ethyl 2, 3, 4-tri- O-acetyl-1-thio-α-L-rhamnopyranoside (13), and 2, 3, 4-tri-O-acetyl-α-L-arabinopyranosyl ...

Related Articles:

First and biomimetic total synthesis of a member of the C-glucosidic subclass of ellagitannins, 5-O-desgalloylepipunicacortein A

[Deffieux, Denis; Natangelo, Anna; Malik, Gaelle; Pouysegu, Laurent; Charris, Jaime; Quideau, Stephane Chemical Communications, 2011 , vol. 47, # 5 p. 1628 - 1630]

Chemoenzymatic synthesis of a library of human milk oligosaccharides

[Lau, Kam; Thon, Vireak; Yu, Hai; Ding, Li; Chen, Yi; Muthana, Musleh M.; Wong, Denton; Huang, Ronald; Chen, Xi Chemical Communications, 2010 , vol. 46, # 33 p. 6066 - 6068]

Elucidation of the Mechanism of Polysaccharide Cleavage by Chondroitin AC Lyase from Flavobacterium h eparinum

[Journal of the American Chemical Society, , vol. 124, # 33 p. 9756 - 9767]

Engineering of glucoside acceptors for the regioselective synthesis of β-(1→ 3)-disaccharides with glycosynthases

[Marton, Zsuzanna; Tran, Vinh; Tellier, Charles; Dion, Michel; Drone, Jullien; Rabiller, Claude Carbohydrate Research, 2008 , vol. 343, # 17 p. 2939 - 2946]

Probing the aglycon promiscuity of an engineered glycosyltransferase

[Angewandte Chemie - International Edition, , vol. 47, # 46 p. 8889 - 8892]

More Articles...