Colorimetric/fluorogenic detection of thiols by N-fused porphyrin in water

Yoshiya Ikawa, Satoshi Touden, Sho Katsumata, Hiroyuki Furuta

    Research output: Contribution to journalArticlepeer-review

    9 Citations (Scopus)

    Abstract

    A water-soluble derivative of N-fused porphyrin (NFP) possessing four cationic side-arms (pPyNFP) serves as a unique class of colorimetric/fluorogenic reporters that selectively react with biothiols in aquaous media to afford N-confused porphyrin (NCP) derivatives, while other nucleophilic amino acids were inert under a wide range of pH conditions. Owing to the large difference of the optical properties between NCP and NFP, the transformation enabled selective detection of biothiols in colorimetric/fluorogenic manner, especially in the near-infrared region. To the best our knowledge, this is the first example of porphyrin-based thiol detection systems that use the direct attack of thiol group on the optical reporter.

    Original languageEnglish
    Pages (from-to)6501-6505
    Number of pages5
    JournalBioorganic and Medicinal Chemistry
    Volume21
    Issue number21
    DOIs
    Publication statusPublished - Nov 1 2013

    All Science Journal Classification (ASJC) codes

    • Biochemistry
    • Molecular Medicine
    • Molecular Biology
    • Pharmaceutical Science
    • Drug Discovery
    • Clinical Biochemistry
    • Organic Chemistry

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