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

• DOI: 10.1016/j.tet.2003.10.111
• Publication Date: 2003-12-12T16:09:13Z
• Authors: Pavla Fialová; Lenka Weignerová; Jana Rauvolfová; Věra Přikrylová; Andrea Pišvejcová; Rüdiger Ettrich; Marek Kuzma; Petr Sedmera; Vladimı́r Křen
• Keywords: Aspergillus oryzae

Abstract The hydrolytic and transglycosylation capabilities of 35 fungal β-N-acetylhexosaminidases with p-nitrophenyl 2-amino-2-deoxy-β- 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.