Synthesis of sucrose laurate using a new alkaline protease

Protease-Catalyzed Monoacylation of 2-O-α-D-Glucopyranosyl-L-ascorbic Acid in Three Solvent Systems

“…The results of the present study are in agreement with those in previous reports [15][16][17] of the protease-catalyzed acylation of glucose and sucrose with a low water content. The yield of 6-sDode-AA-2G tended to increase with increasing water content within 0.5 d after synthesis.…”

Enzyme‐catalyzed regioselective synthesis of sucrose‐based esters

“…The investigation did not reveal if the 3 -O-acyl sucrose was formed in the same way. 20,23 The pretreatment of enzymes Most of the enzymatic acylations of sugars reported in the literature have been performed using immobilized commercial enzymes. The support materials and methods for immobilization affect not only the enzyme activities but also the regioselectivity of enzyme.…”

“…of the supports examined. 28 Pedersen et al 20 reported sucrose esters formation was observed when vinyl laurate and sucrose in DMF were mixed in the presence of buffer salts (Na 2 CO 3 ) or immobilization matrices (Celite, Silica gel, Amberlite XAD7, Accurel) without any enzyme added. Furthermore, the rate of ester synthesis increased with increasing the buffer salt concentration from 10 mmol L −1 to 1 mol L −1 .…”

“…46,47 Some proteases (such as subtilisin) can maintain catalytic activity in strongly polar organic solvents, such as DMF and DMSO. 12,20,21 Polat et al 44 synthesized 1 -O-butyryl sucrose from sucrose and trichloroethyl butyrate with the protease, subtilisin, in DMF. This approach was examined using subtilisin BPN and subtilisin Carlsburg in a variety of organic solvents, to prepare sucrose monoesters using various vinyl esters.…”

“…Alkaline protease from a alkalophilic strain, bacillus pseudofirmus AL-89 has no catalytic activity in THF, acetone, dioxan, acetonitrile or all of these mixed with DMF(1 : 1, v/v), while it has been shown to catalyze the acylation of sucrose at the 2-O-position and 1 -O-position in pyridine, DMF, DMF-DMSO (1 : 1, v/v). 20 But these highly polar organic solvents are toxic to the enzymes. 10,25 For lipases, both good solubility of the substrate and the high enzymatic activity was hardly obtained by using one organic solvent alone.…”