Approaching Tryptophan-Derived Polynorbornene Fluorescent Chemosensors: Synthesis, Characterization, and Sensing Ability for Biomedical Applications as Biomarkers for Detecting Fe<sup>2+</sup> Ions
Issued Date
2024-01-01
Resource Type
ISSN
15257797
eISSN
15264602
Scopus ID
2-s2.0-85189238630
Journal Title
Biomacromolecules
Rights Holder(s)
SCOPUS
Bibliographic Citation
Biomacromolecules (2024)
Suggested Citation
Sutthasupa S., Pankaew A., Thisan S., Wangngae S., Kumphune S. Approaching Tryptophan-Derived Polynorbornene Fluorescent Chemosensors: Synthesis, Characterization, and Sensing Ability for Biomedical Applications as Biomarkers for Detecting Fe<sup>2+</sup> Ions. Biomacromolecules (2024). doi:10.1021/acs.biomac.4c00021 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/97922
Title
Approaching Tryptophan-Derived Polynorbornene Fluorescent Chemosensors: Synthesis, Characterization, and Sensing Ability for Biomedical Applications as Biomarkers for Detecting Fe<sup>2+</sup> Ions
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Abstract
We present a novel group of tryptophan (Trp)-based fluorescent polymeric probes synthesized via ring-opening metathesis polymerization (ROMP) of Trp-derived norbornene monomers. These probes, in mono- and disubstituted forms, incorporate amide and ester anchoring groups. The quantity of Trp substituents did not affect fluorescence selectivity but influenced quenching percentage. Poly-diamide-Trp, Poly-monoamide-Trp, Poly-diester-Trp, and Poly-monoester-Trp probes displayed selective detection of Fe2+ and Fe3+ ions with fluorescence on-off characteristics. Poly-diamide-Trp and Poly-monoamide-Trp exhibited a limit of detection (LOD) for Fe2+ and Fe3+ ions of 0.86-11.32 μM, while Poly-diester-Trp and Poly-monoester-Trp showed higher LODs (21.8-108.7 μM). These probes exhibited high selectivity over Fe2+, a crucial metal ion in the body known for its redox properties causing oxidative stress and cell damage. Cell cytotoxicity tests in various cell types confirmed biocompatibility. Additionally, Poly-diamide-Trp displayed excellent cell permeability and iron ion detection in EA.hy926 cells, suggesting potential for bioimaging and clinical applications.
