Enhanced enzyme activity and enantioselectivity of lipases in organic solvents by crown ethers and cyclodextrins

Cyclopentyl Methyl Ether (CPME): A Versatile Eco‐Friendly Solvent for Applications in Biotechnology and Biorefineries

“…Subsequently,b oth solvents were employedi nt ransesterifications with vinyl butyrate catalyzed by www.chemsuschem.org PSL co-lyophilized with different cyclodextrins, as these compounds have been successfully used as additives to increase the activitya nd selectivity of lipases. [15] Again, CPME was found to be as uperiors olvent, leading to highere nzymatic activities. The reaction temperature had as ignificant effect in the kinetic resolution of solketal with vinyl butyrate, catalyzed by lipase co-lyophilized with the cyclodextrin Me 1.78 bCyD.…”

“…Moreover,t hese ubiquitouse nzymes( belongingt oh ydrolases) are widely used for industrial purposes, owing to their accessibility,n or equirement of cofactors, high stabilitya nd accessible cost. [15] Again, CPME was found to be as uperiors olvent, leading to highere nzymatic activities. [11,12] Likewise, lipases can catalyzed ifferent organic reactions,including hydrolysis, transesterification, and aminolysis, and they have even shown catalytic promiscuity,b eing even involved in somec arbon-carbon bond formationp rocesses.…”

Preparation and characterization of chitosan membranes by using a combined freeze gelation and mild crosslinking method

“…The structure of cryogels, in combination with their chemical and mechanical stability, makes them attractive matrices for immobilization of cells [16,17] and enzymes [18,19], including lipases [20,21]. When gelation is made by repeated freezing-thawing cycles, this enhances the functional properties of the gelled materials [22][23][24].…”

Enhancement of enzyme activity and enantioselectivity by cyclopentyl methyl ether in the transesterification catalyzed by Pseudomonas cepacia lipase co-lyophilized with cyclodextrins

“…Thus, the enhancing effect of CyDs on both the enantioselectivity and enzyme activity of PCL co-lyophilized with CyDs may be interpreted by the CyDs'complexation properties with phenyl group of Phe 221 in the open-lid form of the PCL. The IPE has so far been adopted exclusively as an optimal organic solvent, where both the enantioselectivity of the reaction and enzyme activity are high, for the reactions catalyzed by lipases (Mine et al 2003). Based on the present results, we would like to propose CPME as an alternative practical solvent in PCL-catalyzed enantioselective reactions because it possesses several characteristical advantages over IPE such as limited solubility in water (log p ¼ 1:59), ease of drying, and limited peroxide formation.…”

“…To overcome this limitation, many methods have been introduced to improve enzyme activity in organic solvents. One of the most practical and simple methods of enzyme modification is co-lyophilization of the enzyme with additives, and we have recently reported that cyclodextrins (CyDs) markedly enhanced marginally the catalytic rate and enzyme enantioselectivity of lipase from Pseudomonas cepacia (PCL) in the transesterification in organic solvents, especially, in an ethereal solvent such as diisopropyl ether, when the PCL was co-lyophilized with CyDs from the aqueous solution (Mine et al 2003). With a view towards identifying the best organic solvent to use in industrial applications of the PCL-CyDs co-lyophilizate, we have compared the solvent effects of cyclopentyl methyl ether (CPME) (Watanabe & Goto 2003), a newly developed sustainable ethereal solvent, on the reaction rates and the enzyme enantioselectivity in the transesterifications catalyzed by the PCL-CyDs co-lyophilizates with those of diisopropyl ether (IPE), which has so far been known as the most superior solvent in the reaction systems.…”