Penta-fluorophenol: a Smiles rearrangement-inspired cysteine-selective fluorescent probe for imaging of human glioblastoma

Jong Min An, Sangrim Kang, Eugene Huh, Yejin Kim, Dahae Lee, Hyejung Jo, Joonyoung F. Joung, Veronica Jihyun Kim, Ji Yeoun Lee, Yun Sik Dho, Yuna Jung, Junho K. Hur, Chan Park, Junyang Jung, Youngbuhm Huh, Ja Lok Ku, Sojin Kim, Tamrin Chowdhury, Sungnam Park, Jae Seung KangMyung Sook Oh, Chul Kee Park, Dokyoung Kim

    Research output: Contribution to journalArticlepeer-review

    43 Citations (Scopus)

    Abstract

    Two of the most critical factors for the survival of glioblastoma (GBM) patients are precision diagnosis and the tracking of treatment progress. At the moment, various sophisticated and specific diagnostic procedures are being used, but there are relatively few simple diagnosis methods. This work introduces a sensing probe based on a turn-on type fluorescence response that can measure the cysteine (Cys) level, which is recognized as a new biomarker of GBM, in human-derived cells and within on-site human clinical biopsy samples. The Cys-initiated chemical reactions of the probe cause a significant fluorescence response with high selectivity, high sensitivity, a fast response time, and a two-photon excitable excitation pathway, which allows the imaging of GBM in both mouse models and human tissue samples. The probe can distinguish the GBM cells and disease sites in clinical samples from individual patients. Besides, the probe has no short or long-term toxicity and immune response. The present findings hold promise for application of the probe to a relatively simple and straightforward following of GBM at clinical sites.

    Original languageEnglish
    Pages (from-to)5658-5668
    Number of pages11
    JournalChemical Science
    Volume11
    Issue number22
    DOIs
    Publication statusPublished - 2020 Jun 14

    Bibliographical note

    Funding Information:
    This research was supported by the Bio & Medical Technology Development Program of the National Research Foundation (NRF) of Korea funded by the Ministry of Science & ICT (2018-M3A9H3021707) and by the Medical Research Center Program (2017-R1A5A2014768 and 2019-M3A9H1103783). This research was also supported by the Basic Science Research Program of the NRF of Korea funded by the Ministry of Education (2018-R1A6A1A03025124 and 2018-R1D1A1B07043383). This research was also supported by the NRF of Korea (2017-R1A2B2010948 for J. S. K., 2017-R1E1A1A01074529 for J. K. H., and 2019-R1A6A1A11044070 for S. P.).

    Publisher Copyright:
    © The Royal Society of Chemistry 2020.

    ASJC Scopus subject areas

    • General Chemistry

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