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

29 Citations (Scopus)


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
Issue number22
Publication statusPublished - 2020 Jun 14

ASJC Scopus subject areas

  • Chemistry(all)


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