Combinatorial synthesis of new fluorescent scaffolds using click chemistry

Felix Cleemann, Wendy Loa Kum-Cheung, Peter Karuso*

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    5 Citations (Scopus)

    Abstract

    Azides and acetylenes are bio-orthogonal functional groups that can be readily coupled using copper(I)- or ruthenium(II)- catalyzed 1,3-dipolar cycloaddition reactions. Using non-fluorescent aromatic azides and aromatic acetylenes, covering a range of electron rich and poor building blocks, the Huisgen cycloaddition afford 1,4-disubstituted or 1,5-disubstituted 1,2,3-triazoles. Using a combinatorial approach by running reaction in parallel in polypropylene 96-well plates we discovered several new fluorescent 1,2,3-triazoles scaffolds. These compounds show diverse interactions with biomolecules that could find applications in biology in, for example, fluorescence microscopy or biomolecule quantification.

    Original languageEnglish
    Article number153520
    Pages (from-to)1-5
    Number of pages5
    JournalTetrahedron Letters
    Volume88
    Early online date2 Nov 2021
    DOIs
    Publication statusPublished - 5 Jan 2022

    Keywords

    • Click chemistry
    • Fluorescence
    • Combinatorial
    • Triazole
    • Biomolecule detection

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