4.4 Article

Hydrolytic and transglycosylation reactions of N-acyl modified substrates catalysed by β-N-acetylhexosaminidases

Journal

TETRAHEDRON
Volume 60, Issue 3, Pages 693-701

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2003.10.111

Keywords

beta-N-acetylhexosaminidase; transglycosylation; p-nitrophenyl 2-acylamido-2-deoxy-beta-D-glucopyranoside; N-acyl modified substrate

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The hydrolytic and transglycosylation capabilities of 35 fungal beta-N-acetylhexosaminidases with p-nitrophenyl 2-amino-2deoxy-beta-D-glucopyranoside and its four N-acyl derivatives (CH=O, COCH2OH, COCH2CH3, COCF3) as substrates were tested. The preparation of four novel p-nitrophenyl disaccharides from these unnatural substrates catalysed by enzymes from Aspergillus oryzae, Penicillium oxalicum and Talaromyces flavus represents a considerable extension of the synthetic potential of glycosidases. (C) 2003 Elsevier Ltd. All rights reserved.

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