First synthesis of a representative, natural pterin glycoside: 2′-O-(α-D-glucopyranosyl)biopterin

Tadashi Hanaya, Hiroshi Yamamoto, Wolfgang Pfleiderer

    Research output: Contribution to journalArticlepeer-review

    1 Citation (Scopus)


    Glycosylation of N2-(N,N-dimethylaminomethylene)-1′-O-(4- methoxybenzyl)-3-[2-(4-nitrophenyl)ethyl]biopterin (14) with the novel donor 4,6-di-O-acetyl-2,3-di-O-(4-methoxybenzyl)-α-D-glucopyranosyl bromide (19) in the presence of silver triflate and tetramethylurea predominantly afforded the corresponding α-D-glucopyranoside (20a), from which 2′-O-(α-D-glucopyranosyl)biopterin (1) was obtained by the successive removal of the protecting groups.

    Original languageEnglish
    Pages (from-to)36-41
    Number of pages6
    Issue numberSPECIAL ISSUE
    Publication statusPublished - 2009


    • Biopterin D-glucoside
    • Glycosylation
    • Protecting groups
    • Pterin glycoside

    ASJC Scopus subject areas

    • Biochemistry
    • Molecular Medicine
    • Clinical Biochemistry


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