Synthesis and Immunological Screening of β-Linked Mono- and Divalent Mannosides

Three different β‐linked divalent mannosides, along with their corresponding monovalent counterparts, have been designed and chemically synthesized by coupling the corresponding propargyl (propargyl alcohol in the case of the monovalent compounds) and 2‐azidoethyl glycosides by using an efficient click chemistry protocol. Crich's β‐mannosylation methodology was applied to the construction of the β‐mannosidic linkages. All the glycosylation reactions gave moderate‐to‐good yields with high selectivities. A competitive inhibition enzyme‐linked immunosorbent assay (ELISA) was performed to determine the inhibition, by the synthesized mannosides, of specific human IgG binding to low‐molecular‐weight Candida albicans mannan; moderate inhibition capacity was observed for some of the compounds. Three different β‐linked divalent mannosides, along with their monovalent counterparts, have been designed and chemically synthesized by using click chemistry. The synthesized saccharides were biologically screened through a competitive inhibition enzyme‐linked immunosorbent assay to determine the inhibition of specific human IgG binding to low‐molecular‐weight hydrolyzed Candida albicans mannan.