The synthesis and biological evaluation of a new UDP-GlcNAc competitor (I),
designed to mimic the transition state of the sugar donor in the enzymatic
reaction catalysed by chitin synthetase, is described. Compound (I) was fo
und to competitively inhibit chitin synthetase from Saccharomyces cerevisia
e with respect to UDP-G1cNAc, but displayed minimal antifungal activity.