THE PRODUCTION OF P-NITROPHENYL LAMINARIO LIGOSIDES THROUGH THE TRANSGLYCOSYLATION REACTION CATALYZED BY ENDO-1,3-BETA-D-GLUCANASE FROM A MARINE MOLLUSK

The transglycosylation reaction catalyzed by endo-1,3-beta-D-glucanase LIV from the marine mollusk Spisula sachalinensis was studied with th e goal of preparing p-nitrophenyl (Np) 1,3- and 1,3;1,6-D-glucooligosi des. As donors we used the 1,3;1,6-beta-D-glucans with various content of beta-1,6-glucoside bonds: laminarians [from Laminaria cichorioides (10%), L. gurjanovae (2%), and Fucus evanescens (35%)] and translam ( 25%); as acceptor we used the p-nitrophenyl beta-D-glucoside (GNp). Th e maximal yield of the transglycosylation products was found when usin g laminaran from Laminaria cichorioides: donors with a lower or higher content of beta-1,6-glucoside bonds were less efficient. The laminara n from F. evanescens and translam gave no Np-laminaribioside. At optim al conditions (10 mg/ml of laminaran from L. cichorioides and 5 mg/ml of GNp), maximal yields of Np-laminaribioside, Np-trioside, Np-tetraos ide, and Np-pentaoside were 19, 8, 3, and 1%, respectively. The first two compounds were isolated by chromatography on silica gel, their phy sicochemical characteristics were obtained, and their structures were established by C-13 NMR spectroscopy.