Synthesis of 1,5-dideoxy-3-O-(α-D-mannopyranosyl)-1,5-imino-D-mannitol and 1,5-dideoxy-3-O-(α-D-glucopyranosyl)-1,5-imino-D-mannitol: Powerful inhibitors of endomannosidase
Ardron H., Butters TD., Platt FM., Wormald MR., Dwek RA., Fleet GWJ., Jacob GS.
The synthesis and conformations of 3-O-methylDMJ, 3-O-(α-D-glucopyranosyl)-DMJ (Glcα1,3DMJ), and 3-O-(α-D-mannopyranosyl)-DMJ (Manα1,3DMJ) are described. Manα1,3DMJ and Glcα1,3DMJ are shown to be very powerful inhibitors of an endomannosidase. The potential use of these compounds in both probing the pathways of N-linked glycoprotein processing and in the chemotherapy of some viral diseases is discussed. © 1993.