Author:
Ferro Vito,Weiler Larry,Withers Stephen G,Ziltener Herman
Abstract
The synthesis of N-glycosyl phosphonamidates has been accomplished via the coupling of peracetylated glycosylamines with an appropriate phosphonochloridate in the presence of pyridine. The resulting glycosyl phosphonamidate esters are dealkylated with bromotrimethylsilane and then deacetylated to give the target compounds, which are potential transition-state analogue inhibitors of glycopeptidases and may prove useful as haptens for generating catalytic antibodies with glycopeptidase activity.Key words: enzyme inhibition, PNGase, phosphonamidate, amide hydrolysis.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis