Charged Hexosaminides as New Substrates for beta-N-Acetylhexosaminidase-Catalyzed Synthesis of Immunomodulatory Disaccharides
2011
Abstract
This work is a structure-activity relationship study that investigates the influence of the nature and amount of negative charge in carbohydrate substrates on the affinity of beta-N-acetylhexos-aminidases, and on the stimulation of natural killer cells. It describes synthetic procedures yielding novel glycosides that are useful in immunoactivation.
Specifically, we present a thorough study on the ability of six C-6 modified beta-N-acetylhexosaminides (aldehyde, uronate, 6-O-sulfate, 6-O-phosphate) to serve as substrates for cleavage and glycosylation by a library of beta-N-acetylhexosaminidases from various sources