Enzymatic synthesis of octyl glucoside catalyzed by almond \u3b2-glucosidase in organic media

The synthesis of n-octyl-\u3b2-D-glucopyranoside can be performed by direct condensation of 1-octanol and glucose, catalyzed by immobilized almond \u3b2-glucosidase, using solid glucose suspended in 1-octanol as a reaction media. Both the rate of reaction and the conversion could be enhanced by using acetonitrile and N,N-dimethylformamide (DMF) as co-solvents, the latter giving the best results. The rate of reaction was dependent on the concentration of DMF and on the initial water activity (aw), with higher water activity fostering faster reactions. The rate increased with DMF concentration, up to 20% DMF, but diminished rapidly at higher concentrations. Product concentration could be increased from 40 to 100 mM by going from 0 to 20% DMF; however, it was not sensitive to the initial water activity.La synth\ue8se du n-octyl-\u3b2-D-glucopyranoside a \ue9t\ue9 effectu\ue9e par condensation du octane-1-ol et du glucose, catalys\ue9e par la \u3b2-glucosidase d'amande immobilis\ue9e, en suspendant le glucose solide dans l'octane-1-ol. La vitesse de r\ue9action de m\ueame que le taux de conversion ont \ue9t\ue9 am\ue9lior\ue9s par addition de co-solvants tels que l'ac\ue9tonitrile et le N,N-dim\ue9thylformamide (DMF), ce dernier permettant d'obtenir de meilleurs r\ue9sultats. La vitesse de r\ue9action d\ue9pendait de la concentration en DMF et de l'activit\ue9 de l'eau initiale, des activit\ue9s \ue9lev\ue9es favorisant des r\ue9actions plus rapides. La vitesse de r\ue9action augmentait avec la concentration en DMF, jusqu'\ue0 20% de DMF, mais diminuait rapidement \ue0 des concentrations sup\ue9rieurs. On a pu augmenter la concentration en produit, de 40 \ue0 100 mM en passant de 0 \ue0 20% de DMF; cependant, elle n'\ue9tait pas fonction de l'activit\ue9 de l'eau.NRC publication: Ye