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

…, V Tran, C Tellier, M Dion, J Drone, C Rabiller

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

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Citation Number: 18

Abstract

Glycosynthase mutants obtained from Thermotogamaritima were able to catalyze the regioselective synthesis of aryl β-d-Galp-(1→ 3)-β-d-Glcp and aryl β-d-Glcp-(1→ 3)-β-d-Glcp in high yields (up to 90%) using aryl β-d-glucosides as acceptors. The need for an aglyconic aryl group was rationalized by molecular modeling calculations, which have emphasized a high stabilizing interaction of this group by stacking with W312 of the enzyme. ...