R. Andruszkiewicz et al., N-3-oxoacyl derivatives of L-2,3-diaminopropanoic acid and their peptides;Novel inhibitors of glucosamine-6-phosphate synthase, J ENZ INHIB, 15(5), 2000, pp. 429
Novel inhibitors 1-4 of glucosamine-6-phosphate synthase from Candida albic
ans have been designed based on acylation of the N3 amino group of L-2,3-di
aminopropanoic acid with the corresponding ketoacids. These inhibitors have
been shown to alkylate the fungal enzyme in a time-dependent manner. Compo
und 3 containing trans-beta-benzoyl acrylic acid as an acyl residue was fou
nd to be the most potent inhibitor in the series. Dipeptides composed of th
e active inhibitors and norvaline demonstrated potent antifungal activity a
gainst selected strains of Candida spp. and Saccharomyces cerevisiae. Their
activity was reversed upon addition of N-acetylglucosamine to the medium.