Design and application of graphene oxide-based molecularly imprinted covalent organic framework for simultaneous and precise recognition of bile acid metabolites

IF 5.3 2区化学 Q1 CHEMISTRY, ANALYTICAL Microchimica Acta Pub Date : 2025-03-31 DOI:10.1007/s00604-025-07120-1

Yue Yuan, Tianyi Xue, Mengxin Ren, Yanzhu Liu, Zhexue Song, Zhili Xiong, Feng Qin

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Abstract

In this study a bile acid (BA)-imprinted covalent organic framework (COF) was constructed via Schiff base reactions, which integrated the advantages of both inherent structural stability of COF and exceptional selectivity of molecular imprinting technology. Besides, it was found that the addition of graphene oxide (GO) effectively increased the dispersibility of nanoparticles, ultimately resulting in a GO-based molecularly imprinted COF (GO@MICOF). The GO@MICOF was identified with the characteristics of excellent mass transfer performance (20.09 mg g^–1), specific surface area (152.35 m² g^–1), selectivity (IFs = 2.4), and regeneration ability (n ≥ 10). By coupling the GO@MICOF-based pretreatment method with ultra-high-performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS) analysis, sensitive and accurate validation results (LOQs, 0.01–2.5 µmol L^–1; extraction efficiency, 81.1–118.9%) were obtained. Notably, the application of the proposed pretreatment techniques to metabolomics analysis holds great significance for the precision of metabolomics results. Sixteen BA metabolites were successfully quantified in rat liver and fecal samples, and some potential biomarkers and related metabolic pathways associated with postmenopausal osteoporosis had been identified. Therefore, the integrated analysis strategy has significant advantages in purifying complex biological samples and has great application prospects in targeted metabolomics research.

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基于氧化石墨烯的分子印迹共价有机框架的设计与应用，用于同时精确识别胆汁酸代谢物

本研究利用希夫碱反应构建了胆汁酸（BA）印迹共价有机框架（COF），该框架结合了胆汁酸（BA）固有的结构稳定性和分子印迹技术优异的选择性的优点。此外，研究发现氧化石墨烯（GO）的加入有效地提高了纳米颗粒的分散性，最终形成了基于氧化石墨烯的分子印迹COF （GO@MICOF）。GO@MICOF具有优良的传质性能（20.09 mg g-1）、比表面积（152.35 m2 g-1）、选择性（IFs = 2.4）和再生能力（n≥10）。通过GO@MICOF-based预处理方法与超高效液相色谱-串联质谱（UHPLC-MS/MS）耦合分析，验证结果灵敏准确(LOQs为0.01 ~ 2.5µmol L-1；提取效率为81.1 ~ 118.9%。值得注意的是，将所提出的预处理技术应用于代谢组学分析，对于代谢组学结果的准确性具有重要意义。在大鼠肝脏和粪便样本中成功地定量了16种BA代谢物，并确定了一些与绝经后骨质疏松症相关的潜在生物标志物和相关代谢途径。因此，集成分析策略在复杂生物样品的纯化方面具有显著优势，在靶向代谢组学研究中具有很大的应用前景。图形抽象

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来源期刊

Microchimica Acta 化学-分析化学

CiteScore

9.80

自引率

5.30%

发文量

410

审稿时长

2.7 months

期刊介绍： As a peer-reviewed journal for analytical sciences and technologies on the micro- and nanoscale, Microchimica Acta has established itself as a premier forum for truly novel approaches in chemical and biochemical analysis. Coverage includes methods and devices that provide expedient solutions to the most contemporary demands in this area. Examples are point-of-care technologies, wearable (bio)sensors, in-vivo-monitoring, micro/nanomotors and materials based on synthetic biology as well as biomedical imaging and targeting.