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接近色氨酸衍生聚降冰片烯荧光化学传感器:用于生物医学应用的生物标志物检测 Fe 离子的合成、表征和传感能力。

Approaching Tryptophan-Derived Polynorbornene Fluorescent Chemosensors: Synthesis, Characterization, and Sensing Ability for Biomedical Applications as Biomarkers for Detecting Fe Ions.

机构信息

Division of Packaging Technology, Faculty of Agro Industry, Chiang Mai University, Chiang Mai 50100, Thailand.

Biomedical Engineering and Innovation Research Center, Chiang Mai University, Mueang Chiang Mai District, Chiang Mai, 50200 Thailand.

出版信息

Biomacromolecules. 2024 May 13;25(5):2875-2889. doi: 10.1021/acs.biomac.4c00021. Epub 2024 Mar 30.

DOI:10.1021/acs.biomac.4c00021
PMID:38554086
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. , , , and probes displayed selective detection of Fe and Fe ions with fluorescence on-off characteristics. and exhibited a limit of detection (LOD) for Fe and Fe ions of 0.86-11.32 μM, while and showed higher LODs (21.8-108.7 μM). These probes exhibited high selectivity over Fe, 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, displayed excellent cell permeability and iron ion detection in EA.hy926 cells, suggesting potential for bioimaging and clinical applications.

摘要

我们提出了一组新型色氨酸(Trp)基荧光聚合物探针,通过 Trp 衍生的降冰片烯单体的开环复分解聚合(ROMP)合成。这些探针,在单取代和双取代形式中,包含酰胺和酯锚固基团。Trp 取代基的数量不影响荧光选择性,但影响猝灭百分比。探针显示出对 Fe 和 Fe 离子的选择性检测,具有荧光开-关特性。和探针对 Fe 和 Fe 离子的检测限(LOD)分别为 0.86-11.32 μM 和 21.8-108.7 μM。这些探针对 Fe 表现出高选择性,Fe 是体内一种重要的金属离子,具有氧化还原性质,会导致氧化应激和细胞损伤。在各种细胞类型中的细胞毒性测试证实了其生物相容性。此外,探针在 EA.hy926 细胞中显示出优异的细胞通透性和铁离子检测能力,表明其在生物成像和临床应用方面具有潜力。

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