Journal
TETRAHEDRON
Volume 67, Issue 40, Pages 7708-7712Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.08.009
Keywords
Biocatalysis; Solvent effects; Glycerol-derived solvents; Molecular dynamics; Transglycosylation
Categories
Funding
- Spanish MICINN (Ministerio de Ciencia e Innovacion de Espana) [CTQ2009-11801, CTQ2008-05138]
- European project [FP-62003-NMP-SMF-3, 011774-2]
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A noticeably increase in activity, keeping total regioselectivity was found in the synthetic behaviour of Escherichia coli beta-galactosidase in glycerol-based solvents using a 1:7 molar ratio of donor (pNP-beta-Gal): acceptor (GlcNAc). Yields of up to 97% of beta(1 -> 6) with different solvents were found. These reactions take place without noticeable hydrolytic activity and with total regioselectivity, representing a considerable improvement over the use of aqueous buffer or conventional organic solvents. There is a clear dependence of the catalytic results on the solvent structure, which is analysed in terms of polarity and hydrophobicity. (C) 2011 Published by Elsevier Ltd.
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