1,4-Dideoxy-1,4-imino-D-mannitol (1), synthesised from benzyl α-D-mannopyranoside, is a potent competitive inhibitor of the hydrolysis of p-nitrophenyl α-D-mannopyranoside catalysed by Jack Bean α-mannosidase (Cnavalia ensiformis); this is the first report of the specific inhibition of a glycosidase by a pyrrolidine analogue of a furanose sugar.
G. W. J. Fleet, P. W. Smith, S. V. Evans and L. E. Fellows, J. Chem. Soc., Chem. Commun., 1984, 1240 DOI: 10.1039/C39840001240
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