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分子印迹催化剂的构建及其在食品危害物防控中的应用

  • 李兆周 ,
  • 黎乐乐 ,
  • 陶健 ,
  • 李亚娟 ,
  • 谢亚芳 ,
  • 魏雪冰 ,
  • 唐嘉敏 ,
  • 于慧春 ,
  • 高红丽 ,
  • 牛华伟
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  • 1(河南科技大学 食品与生物工程学院,河南 洛阳,471000)
    2(河南省食品绿色加工与质量安全控制国际联合实验室,河南 洛阳,471000)
    3(河南省食品和盐业检验技术研究院,河南 郑州,450003)
    4(国家市场监督管理总局重点实验室(食品安全快速检测与智慧监管技术),河南 郑州,450003)
第一作者:博士,教授(牛华伟副教授为通信作者,E-mail:903096032@qq.com)

收稿日期: 2025-01-23

  修回日期: 2025-05-01

  网络出版日期: 2025-12-25

基金资助

洛阳市公益性行业科研专项项目(2202021A);河南省科技攻关项目(242102411001);河南省优秀青年科学基金项目(202300410121);国家自然科学基金项目(31701694,U1504330);河南科技大学横向技术开发委托项目(横20240139,横20230120)

Construction and application of molecularly imprinted catalyst in prevention and control of food harmful substances

  • LI Zhaozhou ,
  • LI Lele ,
  • TAO Jian ,
  • LI Yajuan ,
  • XIE Yafang ,
  • WEI Xuebing ,
  • TANG Jiamin ,
  • YU Huichun ,
  • GAO Hongli ,
  • NIU Huawei
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  • 1(College of Food and Bioengineering, Henan University of Science and Technology, Luoyang 471000, China)
    2(Henan International Joint Laboratory of Food Green Processing and Quality Safety Control, Luoyang 471000, China)
    3(Henan Institute of Food and Salt Industry Inspection Technology, Zhengzhou 450003, China)
    4(Key Laboratory of Rapid Detection and Smart Supervision Technology for Food Safety, State Administration for Market Regulation, Zhengzhou 450003, China)

Received date: 2025-01-23

  Revised date: 2025-05-01

  Online published: 2025-12-25

摘要

危害物的有效降解是食品安全防控的重要措施,基于天然催化剂的生物降解具有成本高、重复利用率低、制备困难且易失活等缺点。分子印迹催化剂具有稳定性好和催化活性高等优点,应用前景广阔。该文概述了分子印迹催化剂的构建策略和制备方法,总结了其在食品中药物残留、污染物、染料等危害物降解与防控中的最新进展,分析了分子印迹催化剂构建中的关键技术问题,讨论了该领域的发展趋势与方向。所述内容为新型高效的分子印迹催化剂的构建与应用提供了新思路,为食品危害物的降解与防控提供了有力支撑。相关领域的持续发展,对于确保食品安全与人类健康具有重要意义。

本文引用格式

李兆周 , 黎乐乐 , 陶健 , 李亚娟 , 谢亚芳 , 魏雪冰 , 唐嘉敏 , 于慧春 , 高红丽 , 牛华伟 . 分子印迹催化剂的构建及其在食品危害物防控中的应用[J]. 食品与发酵工业, 2025 , 51(23) : 410 -423 . DOI: 10.13995/j.cnki.11-1802/ts.042201

Abstract

Effective degradation of hazardous substances is an important measure for food safety prevention and control.Natural enzyme-based biodegradation has the disadvantages of high cost, low reuse rate, difficult preparation and easy deactivation, etc.A molecularly imprinted catalyst has the advantages of good stability, high catalytic activity, and broad application prospects.This review outlined the construction strategies and preparation methods of molecularly imprinted catalysts and summarized the recent progress of the molecularly imprinted catalysts in the degradation and prevention of food harmful substances including drug residues, pollutants and dyes, etc.Moreover, the key technical problems in the construction of the molecularly imprinted catalyst are analyzed.Furthermore, the development trend and direction in this field are discussed.The mentioned contents provide a new idea for the construction and application of new and highly efficient molecularly imprinted catalysts, and also provide a strong support for the degradation, prevention, and control of food harmful substances.The continuous development of related fields is of great significance for ensuring food safety and human health.

参考文献

[1] MOHSENZADEH E, RATAUTAITE V, BRAZYS E, et al.Application of computational methods in the design of molecularly imprinted polymers (review)[J].TrAC Trends in Analytical Chemistry, 2024, 171:117480.
[2] MATHEW D, THOMAS B, DEVAKY K S.Amidase activity of phosphonate analogue imprinted chymotrypsin mimics in shape-selective, substrate-specific and enantioselective amidolysis of L-phenylalanine-p-nitroanilides[J].Journal of Molecular Catalysis A:Chemical, 2016, 415:65-73.
[3] PHILIP C, DEVAKY K S.Multiwalled carbon nanotubes with surface grafted transition state analogue imprints as chymotrypsin mimics for the hydrolysis of amino acid esters:Synthesis and kinetic studies[J].Molecular Catalysis, 2017, 436:276-284.
[4] CHENG Z Y, LI Y Z.The role of molecular recognition in regulating the catalytic activity of peroxidase-like polymers imprinted by a reductant substrate[J].Journal of Molecular Catalysis A:Chemical, 2006, 256(1-2):9-15.
[5] CHEN Z Y, HUA Z D, WANG J, et al.Molecularly imprinted soluble nanogels as a peroxidase-like catalyst in the oxidation reaction of homovanillic acid under aqueous conditions[J].Applied Catalysis A:General, 2007, 328(2):252-258.
[6] SERRANO V M, CARDOSO A R, DINIZ M, et al.In-situ production of Histamine-imprinted polymeric materials for electrochemical monitoring of fish[J].Sensors and Actuators B:Chemical, 2020, 311:127902.
[7] HONCIUC A, NEGRU O I.Role of surface energy of nanoparticle stabilizers in the synthesis of microspheres via Pickering emulsion polymerization[J].Nanomaterials, 2022, 12(6):995.
[8] WANG W B, WANG Q, ZOU C, et al.Synthesis of ultra-high-molecular-weight polyethylene by transition-metal-catalyzed precipitation polymerization[J].Precision Chemistry, 2024, 2(2):63-69.
[9] WANG C, RONG Q, ZHANG Y M, et al.Molecular imprinting Ag-LaFeO3 spheres for highly sensitive acetone gas detection[J].Materials Research Bulletin, 2019, 109:265-272.
[10] SUZUKI Y, MISHIMA R, ONOZATO S, et al.Changes in amorphous structure and reaction acceleration during bulk polymerization of methacrylates[J].Polymer Journal, 2024, 56(11):1005-1015.
[11] LIN Z Z, ZHANG H Y, LI L, et al.Application of magnetic molecularly imprinted polymers in the detection of malachite green in fish samples[J].Reactive and Functional Polymers, 2016, 98:24-30.
[12] ZHANG Y, YAO X J.Preparation of molecularly imprinted polymer for vanillin via seed swelling and suspension polymerization[J].Polymer Science Series B, 2014, 56(4):538-545.
[13] YANG K G, LI S W, LIU L K, et al.Epitope imprinting technology:Progress, applications, and perspectives toward artificial antibodies[J].Advanced Materials, 2019, 31(50):e1902048.
[14] GAMAL M, IMAM M S, ALBUGAMI A S, et al.Current advances in the implementation of magnetic molecularly imprinted polymers tailored for enrichment of target analytes in different environmental samples:An overview from a comprehensive perspective[J].Trends in Environmental Analytical Chemistry, 2024, 43:e00236.
[15] KUNJIAPPAN S, THEIVENDRAN P, BASKARARAJ S, et al.Modeling a pH-sensitive Zein-co-acrylic acid hybrid hydrogels loaded 5-fluorouracil and rutin for enhanced anticancer efficacy by oral delivery[J].3 Biotech, 2019, 9(5):185.
[16] SHINGTE S R, DONGALE T D, MANISSERI C, et al.Annealing-mediated tuning of Sol-gel synthesized CoFe2O4 nanoparticles for supercapacitor[J].Nanomaterials and Energy, 2025, 14(1):15-23.
[17] MENGER F M, DING J L, BARRAGAN V.Combinatorial catalysis of an elimination reaction[J].The Journal of Organic Chemistry, 1998, 63(22):7578-7579.
[18] MOTHERWELL W B, ATKINSON C E, ALIEV A E, et al.A simple protocol for the modular assembly of “millipede” artificial enzymes[J].Angewandte Chemie International Edition, 2004, 43(10):1225-1228.
[19] LIU L, ZHOU W J, CHRUMA J, et al.Transamination reactions with multiple turnovers catalyzed by hydrophobic pyridoxamine cofactors in the presence of polyethylenimine polymers[J].Journal of the American Chemical Society, 2004, 126(26):8136-8137.
[20] ZHENG S J, PAN J P, WANG J H, et al.Ag(I) pyridine-amidoxime complex as the catalysis activity domain for the rapid hydrolysis of organothiophosphate-based nerve agents:Mechanistic evaluation and application[J].ACS Applied Materials & Interfaces, 2021, 13(29):34428-34437.
[21] WAN L B, LIU H, HUANG C X, et al.Enzyme-like MOFs:Synthetic molecular receptors with high binding capacity and their application in selective photocatalysis[J].Journal of Materials Chemistry A, 2020, 8(48):25931-25940.
[22] YUAN Y, YANG Y J, FAHEEM M, et al.Molecularly imprinted porous aromatic frameworks serving as porous artificial enzymes[J].Advanced Materials, 2018, 30(27):e1800069.
[23] 何鑫沛. 分子印迹聚合物模拟酶新策略研究[D].南京:南京大学, 2017.
HE X P.A new strategy for enzyme mimicking via molecularly imprinted polymers[D].Nanjing:Nanjing University, 2017.
[24] HE X P, LUO Q, GUO Z C, et al.Construction of DNA ligase-mimicking nanozymes via molecular imprinting[J].Journal of Materials Chemistry B, 2022, 10(35):6716-6723.
[25] SUN Y K, SUN W T, LI Y D, et al.Effective inhibition of chloride ion interference in photocatalytic process by negatively charged molecularly imprinted photocatalyst:Behavior and mechanism[J].Water Research, 2024, 262:122040.
[26] TIAN R Z, LI Y J, XU J Y, et al.Recent development in the design of artificial enzymes through molecular imprinting technology[J].Journal of Materials Chemistry B, 2022, 10(35):6590-6606.
[27] LI X W, ZANGIABADI M, ZHAO Y.Molecularly imprinted synthetic glucosidase for the hydrolysis of cellulose in aqueous and nonaqueous solutions[J].Journal of the American Chemical Society, 2021, 143(13):5172-5181.
[28] DUAN L K, ZANGIABADI M, ZHAO Y.Synthetic lectins for selective binding of glycoproteins in water[J].Chemical Communications, 2020, 56(70):10199-10202.
[29] ZANGIABADI M, ZHAO Y.Molecularly imprinted polymeric receptors with interfacial hydrogen bonds for peptide recognition in water[J].ACS Applied Polymer Materials, 2020, 2(8):3171-3180.
[30] XING R R, WANG S S, BIE Z J, et al.Preparation of molecularly imprinted polymers specific to glycoproteins, glycans and monosaccharides via boronate affinity controllable-oriented surface imprinting[J].Nature Protocols, 2017, 12(5):964-987.
[31] WU Y S, TONG Y W, LIANG H, et al.Pd nanoparticles encapsulated in MOF boosts selective hydrogenation of biomass derived compound under mild conditions[J].Chemical Engineering Journal, 2023, 460:141779.
[32] YANE T, SHINMORI H, TAKEUCHI T.Atrazine transforming polymer prepared by molecular imprinting with post-imprinting process[J].Organic & Biomolecular Chemistry, 2006, 4(24):4469-4473.
[33] ZHOU J, ZHANG Y, DING J, et al.A more efficient method for preparing a MIP-CQDs/ZnO1-x photodegradant with highly selective adsorption and photocatalytic properties[J].ACS Applied Materials & Interfaces, 2024, 16(2):2365-2377.
[34] ATTALA K, ELSONBATY A, MOSTAFA A, et al.In-silico analytical chemistry contributions to analytical and bio-analytical applications in spectroscopic and chromatographic techniques:Molecular mechanical and quantum insights[J].Records of Pharmaceutical and Biomedical Sciences, 2023, 7(1):125-144.
[35] LI L Y, LIU Z, QI R H.Molecular dynamics simulations in hydrogel research and its applications in energy utilization:A review[J].Energy Reviews, 2024, 3(3):100072.
[36] BENDER C M, HOOK D W.PT-symmetric quantum mechanics[J].Reviews of Modern Physics, 2024, 96(4):045002.
[37] YU X, MO J Y, YAN M X, et al.Rational design of non-covalent imprinted polymers based on the combination of molecular dynamics simulation and quantum mechanics calculations[J].Polymers, 2024, 16(16):2257.
[38] HE Q, LIANG J J, CHEN L X, et al.Removal of the environmental pollutant carbamazepine using molecular imprinted adsorbents:Molecular simulation, adsorption properties, and mechanisms[J].Water Research, 2020, 168:115164.
[39] BAGGIANI C, ANFOSSI L, BARAVALLE P, et al.Selectivity features of molecularly imprinted polymers recognising the carbamate group[J].Analytica Chimica Acta, 2005, 531(2):199-207.
[40] PILETSKA E V, TURNER N W, TURNER A P F, et al.Controlled release of the herbicide simazine from computationally designed molecularly imprinted polymers[J].Journal of Controlled Release, 2005, 108(1):132-139.
[41] LI W X, DONG Y, RAN M C, et al.A machine learning framework for accelerating the development of highly efficient methanol synthesis catalysts[J].Journal of Energy Chemistry, 2025, 104:372-381.
[42] HISATA Y, WASHIO T, TAKIZAWA S, et al.In-silico-assisted derivatization of triarylboranes for the catalytic reductive functionalization of aniline-derived amino acids and peptides with H2[J].Nature Communications, 2024, 15:3708.
[43] LIU Z M, XU Z G, WANG D, et al.A review on molecularly imprinted polymers preparation by computational simulation-aided methods[J].Polymers, 2021, 13(16):2657.
[44] KUMAR A, SHARMA G, KUMARI A, et al.Construction of dual Z-scheme g-C3N4/Bi4Ti3O12/Bi4O5I2 heterojunction for visible and solar powered coupled photocatalytic antibiotic degradation and hydrogen production:Boosting via I-/I3- and Bi3+/Bi5+ redox mediators[J].Applied Catalysis B:Environmental, 2021, 284:119808.
[45] HUO P W, LU Z Y, LIU X L, et al.Preparation photocatalyst of selected photodegradation antibiotics by molecular imprinting technology onto TiO2/fly-ash cenospheres[J].Chemical Engineering Journal, 2012, 189:75-83.
[46] LI Y, XIA Y, LIU K L, et al.Constructing Fe-MOF-derived Z-scheme photocatalysts with enhanced charge transport:Nanointerface and carbon sheath synergistic effect[J].ACS Applied Materials & Interfaces, 2020, 12(22):25494-25502.
[47] SHI H X, PENG J L, DENG F, et al.Preferential degradation of ofloxacin on all-organic molecularly imprinted PDI/g-C3N4 photocatalyst via specific molecular recognition[J].Separation and Purification Technology, 2025, 353:128499.
[48] TANG M, WAN J Q, WANG Y, et al.Insights into molecular imprinting polydopamine in situ activating peroxydisulfate for targeted removal of refractory organic pollutants:Overlooked N site[J].Applied Catalysis B:Environmental, 2023, 334:122852.
[49] TANG B, SHI H J, FAN Z Y, et al.Preferential electrocatalytic degradation of 2, 4-dichlorophenoxyacetic acid on molecular imprinted mesoporous SnO2 surface[J].Chemical Engineering Journal, 2018, 334:882-890.
[50] TANG B, ZHANG J, YANG N J, et al.Selective photoelectrocatalytic removal of environmental pollutants on molecular imprints decorated TiO2 single crystalline nanoarrays[J].Chemical Engineering Journal, 2020, 383:123188.
[51] WANG R Y, PAN J P, QIN M, et al.Molecularly imprinted nanocapsule mimicking phosphotriesterase for the catalytic hydrolysis of organophosphorus pesticides[J].European Polymer Journal, 2019, 110:1-8.
[52] ZHAO H Y, WANG Q N, CHEN Y, et al.Efficient removal of dimethyl phthalate with activated iron-doped carbon aerogel through an integrated adsorption and electro-Fenton oxidation process[J].Carbon, 2017, 124:111-122.
[53] DING S, WAN J Q, MA Y W, et al.Water stable SiO2-coated Fe-MOF-74 for aqueous dimethyl phthalate degradation in PS activated medium[J].Journal of Hazardous Materials, 2021, 411:125194.
[54] ZHAN C C, CAO X H, XU B J, et al.Visible light induced molecularly imprinted Dawson-type heteropoly acid cobalt (Ⅱ) salt modified TiO2 composites:Enhanced photocatalytic activity for the removal of ethylparaben[J].Colloids and Surfaces A:Physicochemical and Engineering Aspects, 2020, 586:124244.
[55] ZHU L, LIU X, WANG X, et al.Evaluation of photocatalytic selectivity of Ag/Zn modified molecularly imprinted TiO2 by multiwavelength measurement[J].Science of The Total Environment, 2020, 703:134732.
[56] MATSUKEVICH I V, BELJIN J, KULINICH N V, et al.Photocatalytic degradation of polycyclic aromatic hydrocarbons under visible light irradiation in water using TiO2/MgO nanocomposites[J].Environmental Science and Pollution Research, 2025, 32(9):5628-5637.
[57] FAN J X, CHEN D Y, LI N J, et al.Adsorption and biodegradation of dye in wastewater with Fe3O4@MIL-100 (Fe) core-shell bio-nanocomposites[J].Chemosphere, 2018, 191:315-323.
[58] ZHAO X L, LIU S L, TANG Z, et al.Synthesis of magnetic metal-organic framework (MOF) for efficient removal of organic dyes from water[J].Scientific Reports, 2015, 5:11849.
[59] WANG T, ZHAO P, LU N, et al.Facile fabrication of Fe3O4/MIL-101(Cr) for effective removal of acid red 1 and orange G from aqueous solution[J].Chemical Engineering Journal, 2016, 295:403-413.
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