Chemoenzymatic synthesis of alpha-L-rhamnosides using recombinant alpha-L-rhamnosidase from Aspergillus terreus

0422632 - MBÚ 2014 RIV NL eng J - Journal Article
De Winter, K. - Šimčíková, Daniela - Schlack, B. - Weignerová, Lenka - Pelantová, Helena - Soetaert, W. - Desmet, T. - Křen, Vladimír
Chemoenzymatic synthesis of alpha-L-rhamnosides using recombinant alpha-L-rhamnosidase from Aspergillus terreus.
Bioresource Technology. Roč. 147, NOV 2013 (2013), s. 640-644. ISSN 0960-8524. E-ISSN 1873-2976
R&D Projects: GA MŠMT(CZ) LD13042; GA MŠMT(CZ) 7E11011
Institutional support: RVO:61388971
Keywords : alpha-L-Rhamnosidase * Aspergillus terreus * Glycosylation
Subject RIV: CE - Biochemistry
Impact factor: 5.039, year: 2013

This study describes an efficient, large scale fermentation of a recombinant alpha-L-rhamnosidase originating from Aspergillus terreus. High-cell-density Pichia pastoris fermentation resulted in yields up to 627 U/L/h. The recombinant enzyme was used for the reverse rhamnosylation of various small organic compounds. A full factorial experimental design setup was applied to identify the importance of temperature, substrate concentrations, solvent type and concentration as well as the acidity of the reaction mixture. Careful optimization of these parameters allowed the synthesis of a range of alpha-L-rhamnosides among which cyclohexyl alpha-L-rhamnopyranoside, anisyl alpha-L-rhamnopyranoside and 2-phenylethyl alpha-L-rhamnopyranoside. In addition, alpha-L-rhamnosylation of phenolic hydroxyls in phenols such as hydroquinone, resorcinol, catechol and phenol was observed, which is a rather unique reaction catalyzed by glycosidases
Permanent Link: http://hdl.handle.net/11104/0228882