Aspiperidine oxide, a piperidine N-oxide from the filamentous fungus Aspergillus indologenus

Lene Maj Petersen, Sara Kildgaard, Marcel Jaspars, Thomas Ostenfeld Larsen

    Research output: Contribution to journalJournal articleResearchpeer-review

    Abstract

    A novel secondary metabolite, aspiperidine oxide, was isolated from the filamentous fungus, Aspergillus indologenus. The structure of aspiperidine oxide was determined from extensive 1D and 2D NMR spectroscopic analysis supported by high-resolution mass spectrometry. The structure revealed a rare piperidine N-oxide, not observed in filamentous fungi before. A biosynthetic pathway towards aspiperidine oxide is proposed, based on tentative identification of intermediates from UHPLC-DAD-HRMS data.
    Original languageEnglish
    JournalTetrahedron Letters
    Volume56
    Issue number14
    Pages (from-to)1847-1850
    Number of pages4
    ISSN0040-4039
    DOIs
    Publication statusPublished - 2015

    Keywords

    • Dipeptide
    • Aspergillus indologenus
    • Biosynthesis
    • N-Oxide

    Cite this

    Petersen, Lene Maj ; Kildgaard, Sara ; Jaspars, Marcel ; Larsen, Thomas Ostenfeld. / Aspiperidine oxide, a piperidine N-oxide from the filamentous fungus Aspergillus indologenus. In: Tetrahedron Letters. 2015 ; Vol. 56, No. 14. pp. 1847-1850.
    @article{360a064812024201a7042493ba29bbab,
    title = "Aspiperidine oxide, a piperidine N-oxide from the filamentous fungus Aspergillus indologenus",
    abstract = "A novel secondary metabolite, aspiperidine oxide, was isolated from the filamentous fungus, Aspergillus indologenus. The structure of aspiperidine oxide was determined from extensive 1D and 2D NMR spectroscopic analysis supported by high-resolution mass spectrometry. The structure revealed a rare piperidine N-oxide, not observed in filamentous fungi before. A biosynthetic pathway towards aspiperidine oxide is proposed, based on tentative identification of intermediates from UHPLC-DAD-HRMS data.",
    keywords = "Dipeptide, Aspergillus indologenus, Biosynthesis, N-Oxide",
    author = "Petersen, {Lene Maj} and Sara Kildgaard and Marcel Jaspars and Larsen, {Thomas Ostenfeld}",
    year = "2015",
    doi = "10.1016/j.tetlet.2015.02.082",
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    Aspiperidine oxide, a piperidine N-oxide from the filamentous fungus Aspergillus indologenus. / Petersen, Lene Maj; Kildgaard, Sara; Jaspars, Marcel; Larsen, Thomas Ostenfeld.

    In: Tetrahedron Letters, Vol. 56, No. 14, 2015, p. 1847-1850.

    Research output: Contribution to journalJournal articleResearchpeer-review

    TY - JOUR

    T1 - Aspiperidine oxide, a piperidine N-oxide from the filamentous fungus Aspergillus indologenus

    AU - Petersen, Lene Maj

    AU - Kildgaard, Sara

    AU - Jaspars, Marcel

    AU - Larsen, Thomas Ostenfeld

    PY - 2015

    Y1 - 2015

    N2 - A novel secondary metabolite, aspiperidine oxide, was isolated from the filamentous fungus, Aspergillus indologenus. The structure of aspiperidine oxide was determined from extensive 1D and 2D NMR spectroscopic analysis supported by high-resolution mass spectrometry. The structure revealed a rare piperidine N-oxide, not observed in filamentous fungi before. A biosynthetic pathway towards aspiperidine oxide is proposed, based on tentative identification of intermediates from UHPLC-DAD-HRMS data.

    AB - A novel secondary metabolite, aspiperidine oxide, was isolated from the filamentous fungus, Aspergillus indologenus. The structure of aspiperidine oxide was determined from extensive 1D and 2D NMR spectroscopic analysis supported by high-resolution mass spectrometry. The structure revealed a rare piperidine N-oxide, not observed in filamentous fungi before. A biosynthetic pathway towards aspiperidine oxide is proposed, based on tentative identification of intermediates from UHPLC-DAD-HRMS data.

    KW - Dipeptide

    KW - Aspergillus indologenus

    KW - Biosynthesis

    KW - N-Oxide

    U2 - 10.1016/j.tetlet.2015.02.082

    DO - 10.1016/j.tetlet.2015.02.082

    M3 - Journal article

    VL - 56

    SP - 1847

    EP - 1850

    JO - Tetrahedron Letters

    JF - Tetrahedron Letters

    SN - 0040-4039

    IS - 14

    ER -