Authors
Pengzu Zhou, Hamzah Mohd Salleh, Phil CM Chan, Gilles Lajoie, John F Honek, PT Chandra Nambiar, Owen P Ward
Publication date
1993/2/1
Journal
Carbohydrate research
Volume
239
Pages
155-166
Publisher
Elsevier
Description
1,5-Dideoxy-1,5-imino-l-rhamnitol (3) and 1,5-dideoxy-1,5-imino-l-mannitol (2), designed as inhibitors of α-l-rhamnosidase, have been synthesised from dihydroxyacetone phosphate and 3-azido-2-hydroxypropanal with the acid of partially purified E. colil-rhamnulose 1-phosphate aldolase free of d-fructose 1,6-bisphosphate aldolase activity. Inhibitory effects of compounds 2, 3, 1,5-dideoxy-1,5-imino-d-mannitol, and 1,5-dideoxy-1,5-imino-d-glucitol (12) were tested on selected glycosidases. It has been found that compound 3 is a good inhibitor of α-l-rhamnosidase as well as α-l-fucosidases from bovine kidney and epididymis, 2 is a potent inhibitor of α-galactosidase and a moderate inhibitor of α-l-rhamnosidase, and 12 is a good inhibitor of α-galactosidase and α-l-rhamnosidase.
Total citations
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