Ionic liquids as cosolvents for glycosylation by sucrose phosphorylase: balancing acceptor solubility and enzyme stability

0399600 - MBÚ 2014 RIV GB eng J - Článek v odborném periodiku
De Winter, K. - Verlinden, K. - Křen, Vladimír - Weignerová, Lenka - Soetaert, W. - Desmet, T.
Ionic liquids as cosolvents for glycosylation by sucrose phosphorylase: balancing acceptor solubility and enzyme stability.
Green Chemistry. Roč. 15, č. 7 (2013), s. 1949-1955. ISSN 1463-9262. E-ISSN 1463-9270
Grant CEP: GA MŠMT(CZ) 7E11011
Institucionální podpora: RVO:61388971
Klíčová slova: DISACCHARIDE PHOSPHORYLASES * THERMAL-STABILITY * ALPHA-GLUCOSIDASE
Kód oboru RIV: CE - Biochemie
Impakt faktor: 6.852, rok: 2013

Over the past decade, disaccharide phosphorylases have received increasing attention as promising biocatalysts for glycoside synthesis. Unfortunately, these enzymes typically have a very low affinity for non-carbohydrate acceptors, which urges the addition of cosolvents to increase the dissolved concentration of these acceptors. However, commonly applied solvents such as methanol and dimethyl sulfoxide (DMSO) are not compatible with many intended applications of carbohydrate-derived products. In this work, the solubility of a wide range of relevant acceptors was assessed in the presence of ionic liquids (ILs) as alternative and 'green' solvents. The IL AMMOENG 101 was found to be the most effective co-solvent for compounds as diverse as medium-and long-chain alcohols, flavonoids, alkaloids, phenolics and terpenes. Moreover, this IL was shown to be less deleterious to the stability and activity of sucrose phosphorylase than the commonly used dimethyl sulfoxide. To demonstrate the usefulness of this solvent system, a process for the resveratrol glycosylation was established in a buffer containing 20% AMMOENG 101, 1 M sucrose and saturated amounts of the acceptor. A single regioisomer 3-O-alpha-D-glucopyranosyl-(E)-resveratrol was obtained as proven by NMR spectroscopy
Trvalý link: http://hdl.handle.net/11104/0226922