Phenylboronic acid-functionalized copper nanoclusters with sensitivity and selectivity for the ratiometric detection of luteolin.

IF 4.5 2区医学 Q1 BIOCHEMISTRY & MOLECULAR BIOLOGY Bioorganic Chemistry Pub Date : 2024-11-07 DOI:10.1016/j.bioorg.2024.107946

Xingyu Hou, He Zuo, Na Sun, Yongqiang Wang, Rui Jia, Yuguang Lv, Lixin Ding

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Abstract

A desirable ratiometric fluorescent probe was designed by using 3-carboxyphenylboronic acid functionalized polyethyleneimine ethoxylated modified copper nanoclusters (CPBA@PEI-CuNCs) for detecting luteolin (LTL, cis-diols structure) with sensitivity and selectivity. Characterization techniques were carried out with the TEM, PSD, FT-IR, XPS and XRD, confirming its successful formation with a quantum yield of 40.49 %. As the optimal excitation wavelength at 386 nm, the fluorescence intensity was detected by fluorophotometer. Meanwhile, the nanoprobe has two emission wavelengths 396 and 473 nm. According to the fluorescence quenching intensity ratio (F₄₇₃/F₃₉₆), the LOD reached as low as 1.22 nM within the range from 0.11 to 600 μM. The CPBA@PEI-CuNCs exhibited pH-controlled, covalent, and reversible binding properties. Using PEI capped by CuNCs, cytotoxicity is reduced for potential treatment purposes. Additionally, the developed probe was used for LTL detection, HepG2 cell imaging and pH-responsive drug delivery in real samples with carrot leaves, peanut shells, and perilla leaves samples. CPBA@PEI-CuNCs demonstrated repeatability and reproducibility, making it a cost-effective and practical tool for fluorescence analysis in detection.

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具有灵敏度和选择性的苯硼酸官能化铜纳米簇，用于按比率测量法检测木犀草素。

利用 3-羧基苯硼酸官能化聚乙烯亚胺乙氧基化改性纳米铜簇（CPBA@PEI-CuNCs）设计了一种理想的比率荧光探针，用于检测木犀草素（LTL，顺式二醇结构），具有灵敏度和选择性。利用 TEM、PSD、傅立叶变换红外光谱、XPS 和 XRD 等表征技术确认了其成功形成，量子产率为 40.49%。最佳激发波长为 386 纳米，荧光强度由荧光光度计检测。同时，纳米探针有 396 和 473 nm 两个发射波长。根据荧光淬灭强度比（F473/F396），在 0.11 至 600 μM 的范围内，LOD 低至 1.22 nM。CPBA@PEI-CuNCs 具有 pH 受控、共价和可逆的结合特性。使用由 CuNCs 封装的 PEI 可降低细胞毒性，从而达到潜在的治疗目的。此外，所开发的探针还被用于在胡萝卜叶、花生壳和紫苏叶等实际样品中进行 LTL 检测、HepG2 细胞成像和 pH 值响应式给药。CPBA@PEI-CuNCs 具有可重复性和再现性，是一种经济实用的荧光分析检测工具。

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来源期刊

Bioorganic Chemistry 生物-生化与分子生物学

CiteScore

9.70

自引率

3.90%

发文量

679

审稿时长

31 days

期刊介绍： Bioorganic Chemistry publishes research that addresses biological questions at the molecular level, using organic chemistry and principles of physical organic chemistry. The scope of the journal covers a range of topics at the organic chemistry-biology interface, including: enzyme catalysis, biotransformation and enzyme inhibition; nucleic acids chemistry; medicinal chemistry; natural product chemistry, natural product synthesis and natural product biosynthesis; antimicrobial agents; lipid and peptide chemistry; biophysical chemistry; biological probes; bio-orthogonal chemistry and biomimetic chemistry. For manuscripts dealing with synthetic bioactive compounds, the Journal requires that the molecular target of the compounds described must be known, and must be demonstrated experimentally in the manuscript. For studies involving natural products, if the molecular target is unknown, some data beyond simple cell-based toxicity studies to provide insight into the mechanism of action is required. Studies supported by molecular docking are welcome, but must be supported by experimental data. The Journal does not consider manuscripts that are purely theoretical or computational in nature. The Journal publishes regular articles, short communications and reviews. Reviews are normally invited by Editors or Editorial Board members. Authors of unsolicited reviews should first contact an Editor or Editorial Board member to determine whether the proposed article is within the scope of the Journal.