Pyrroloquinoline quinone exhibiting peroxidase-mimicking property for colorimetric assays

IF 5.7 2区 化学 Q1 CHEMISTRY, ANALYTICAL Analytica Chimica Acta Pub Date : 2024-11-22 DOI:10.1016/j.aca.2024.343468
Ning Xia , Fengli Gao , Gang Liu , Yong Chang , Lin Liu
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Abstract

Background

Small molecule mimics offer the advantages of easy preparation, good thermodynamic stability, and reproducible catalytic activity. However, most of the reported organic artificial mimics face challenges including low catalytic activity, oxidative self-destruction, and auto-aggregation into inactive dimers. Therefore, novel organic mimics with high catalytic activity as well as good thermal and environmental stability are highly desirable.

Results

We found that pyrroloquinoline quinone (PQQ), a nutritionally important growth factor, displayed significant peroxidase-like activity to catalyze the oxidation of colorless 3,3′,5,5′-tetramethylbenzidine (TMB) into blue oxidized TMB (oxTMB) by H2O2. Its catalytic activity surpassed that of other organic small molecules reported previously, including fluorescein derivatives and adenosine/guanosine triphosphate. Based on the reduction of oxTMB by the enzymatically generated ascorbic acid (AA), the PQQ/TMB-based system was used to monitor alkaline phosphatase (ALP) activity with ascorbic acid 2−phosphate (AAP) as the substrate. This sensing system allowed for the determination of ALP with a detection limit of 1 mU/mL. Furthermore, we discovered that PQQ can coordinate with Cu2+ to form metal-organic nanoparticles. The building blocks of two active cofactors endowed the nanoparticles with impressive functionalities for biocatalytic applications. With Cu-PQQ nanoparticles as signal labels, colorimetric immunoassays of prostate specific antigen (PSA) were achieved with a lowest detectable concentration down to 0.1 pg/mL.

Significance

This work is valuable for the design of novel biosensors by utilizing PQQ as an artificial enzyme because of its high catalytic activity, good stability, ease of storage, and simple chemical structure.

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在比色测定中具有过氧化物酶模拟特性的吡咯并喹啉醌
背景小分子模拟物具有制备简便、热力学稳定性好、催化活性可重复等优点。然而,大多数已报道的有机人工拟态物都面临着催化活性低、氧化自毁和自动聚集成无活性二聚体等挑战。结果我们发现,吡咯喹啉醌(PQQ)作为一种重要的营养生长因子,在催化无色的 3,3′,5,5′-四甲基联苯胺(TMB)被 H2O2 氧化成蓝色氧化 TMB(oxTMB)的过程中,显示出显著的过氧化物酶样活性。其催化活性超过了之前报道的其他有机小分子,包括荧光素衍生物和腺苷/三磷酸鸟苷。基于酶促生成的抗坏血酸(AA)还原 oxTMB,PQQ/TMB 系统被用来监测以抗坏血酸 2-磷酸(AAP)为底物的碱性磷酸酶(ALP)活性。这种传感系统可以测定检测限为 1 mU/mL 的 ALP。此外,我们还发现 PQQ 能与 Cu2+ 配合形成金属有机纳米粒子。两种活性辅助因子的构件赋予了纳米粒子令人印象深刻的生物催化应用功能。利用 Cu-PQQ 纳米粒子作为信号标签,实现了前列腺特异性抗原(PSA)的比色免疫测定,最低检测浓度可达 0.1 pg/mL。
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来源期刊
Analytica Chimica Acta
Analytica Chimica Acta 化学-分析化学
CiteScore
10.40
自引率
6.50%
发文量
1081
审稿时长
38 days
期刊介绍: Analytica Chimica Acta has an open access mirror journal Analytica Chimica Acta: X, sharing the same aims and scope, editorial team, submission system and rigorous peer review. Analytica Chimica Acta provides a forum for the rapid publication of original research, and critical, comprehensive reviews dealing with all aspects of fundamental and applied modern analytical chemistry. The journal welcomes the submission of research papers which report studies concerning the development of new and significant analytical methodologies. In determining the suitability of submitted articles for publication, particular scrutiny will be placed on the degree of novelty and impact of the research and the extent to which it adds to the existing body of knowledge in analytical chemistry.
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