Počet záznamů: 1  

Biphasic Catalysis with Disaccharide Phosphorylases: Chemoenzymatic Synthesis of alpha-D-Glucosides Using Sucrose Phosphorylase

  1. 1. 0433199 - MBU-M 2015 RIV US eng J - Článek v odborném periodiku
    De Winter, K. - Desmet, T. - Devlamynck, T. - Van Renterghem, L. - Verhaeghe, T. - Pelantová, Helena - Křen, Vladimír - Soetaert, W.
    Biphasic Catalysis with Disaccharide Phosphorylases: Chemoenzymatic Synthesis of alpha-D-Glucosides Using Sucrose Phosphorylase.
    Organic Process Research & Development. Roč. 18, č. 6 (2014), s. 781-787 ISSN 1083-6160
    Grant CEP: GA MŠk(CZ) 7E11011
    Institucionální podpora: RVO:61388971
    Klíčová slova: biphasic systems * pyrogallol * biphasic catalysis
    Kód oboru RIV: CE - Biochemie
    Impakt faktor: 2.528, rok: 2014

    Thanks to its broad acceptor specificity, sucrose phosphorylase (SP) has been exploited for the transfer of glucose to a wide variety of acceptor molecules. Unfortunately, the low affinity (K-m > 1 M) of SP towards these acceptors typically urges the addition of cosolvents, which often either fail to dissolve sufficient substrate or progressively give rise to enzyme inhibition and denaturation. In this work, a buffer/ethyl acetate ratio of 5:3 was identified to be the optimal solvent system, allowing the use of SP in biphasic systems. Careful optimization of the reaction conditions enabled the synthesis of a range of alpha-D-glucosides, such as cinnamyl alpha-D-glucopyranoside, geranyl alpha-D-glucopyranoside, 2-O-alpha-D-glucopyranosyl pyrogallol, and series of alkyl gallyl 4-O-alpha-D-glucopyranosides. The usefulness of biphasic catalysis was further illustrated by comparing the glucosylation of pyrogallol in a cosolvent and biphasic reaction system. The acceptor yield for the former reached only 17.4%, whereas roughly 60% of the initial pyrogallol was converted when using biphasic catalysis
    Trvalý link: http://hdl.handle.net/11104/0237459