Influence of ionic liquids on the rates and regioselectivity of lipase-mediated biotransformations on 3,4,6-tri-O-acetyl-d-glucal

Enlarging the substrate portfolio of the thermophilic esterase EST2 from Alicyclobacillus acidocaldarius

“…Additionally, the enzyme has been shown to be active in the presence of a number of different solvents, and this versatility represents a specific added value to the design of biocatalytic reactions with different solvents for conversion of hydrophobic substrates like esters. However, regioselectivity appeared greatly influenced in the hydrolytic reaction similarly to what already known in the enzymatic acylation of sugars, even in the presence of ionic liquids (Park and Kazlauskas 2001;Waidmann and Heuser 1994;Nara et al 2004) and other OH containing solvents. This could be due to a conformational change in the secondary and tertiary structures of the biocatalyst, as corroborated by recent observations on a glycohydrolytic enzyme (Sandoval et al 2013) in the presence of OH containing solvents.…”

Metal nitrates catalysed O-glucosylation using acetyl glucal in organic solvents and ionic liquids: A comparative investigation

“…Cr(NO 3 ) 3 ·9H 2 O was relatively efficient for the reaction and good conversions were realised with Bi(NO 3 ) 3 ·5H 2 O and Fe(NO 3 ) 3 ·9H 2 O as indicated by TLC. We had earlier investigated the regioselective biotransformations on 3,4,6-tri-O-acetyl-d-glucal, wherein the quantification of the product formed was achieved using high performance thin layer chromatography (HPTLC) [36]. The optimal conditions for the reaction were successfully established by HPTLC.…”

“…Over the last couple of years, we have been engaged in understanding the chemistry revolving around the ionic liquids [31][32][33][34][35][36]. Besides the properties of the near ideal solvents, which have made them popular among the chemists, there is much more that these ideal solvents can offer.…”

Stabilization of native penicillin G acylase by ionic liquids

“…hexafluorophosphate, tetrafluoroborate). 12 ILs have recently been shown to be an appropriate non-aqueous media for many enzyme-catalyzed reactions, including the synthesis of aminoacids 13 and aliphatic esters, 14,15 the kinetic resolution of rac-aromatic alcohols 16 and the carbohydrate ester synthesis. 17 This medium is not only known to have a positive influence on enzyme activity and enantioselectivity, but also on the stability of enzymes.…”