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

Chinmoy Mukherjee, K Ranta, J Savolainen, Reko Leino

    Forskningsoutput: TidskriftsbidragArtikelVetenskapligPeer review

    9 Citeringar (Scopus)

    Sammanfattning

    Three different beta-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 beta-mannosylation methodology was applied to the construction of the beta-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.
    OriginalspråkOdefinierat/okänt
    Sidor (från-till)2957–2968
    Antal sidor12
    TidskriftEuropean Journal of Organic Chemistry
    Utgåva15
    DOI
    StatusPublicerad - 2012
    MoE-publikationstypA1 Tidskriftsartikel-refererad

    Nyckelord

    • Biological activity
    • Click chemistry
    • Glycosylation
    • Medicinal chemistry

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