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特色油料蛋白与内源性多酚复合物形成、特性及应用研究进展

  • 卢聪聪 ,
  • 陈雨 ,
  • 于梦丽 ,
  • 陈复生
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  • 1(河南工业大学 粮油食品学院,河南 郑州,450001)
    2(中原食品实验室,河南 漯河,462000)
第一作者:硕士研究生(陈复生教授为通信作者,E-mail:fushengc@haut.edu.cn)

收稿日期: 2024-12-10

  修回日期: 2025-02-10

  网络出版日期: 2025-09-29

基金资助

“十四五”国家重点研发计划项目(2023YFD2100403)

Research progress on the formation, properties, and applications of complexes between specialty oilseed proteins and endogenous polyphenols

  • LU Congcong ,
  • CHEN Yu ,
  • YU Mengli ,
  • CHEN Fusheng
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  • 1(College of Food Science and Engineering, Henan University of Technology, Zhengzhou 450001, China)
    2(Zhongyuan Food Laboratory, Luohe 462000, China)

Received date: 2024-12-10

  Revised date: 2025-02-10

  Online published: 2025-09-29

摘要

油料作物饼粕中富含蛋白质、多糖和多酚等多种营养组分,其中丰富的内源性多酚(endogenous polyphenols,EP)为蛋白质-多酚复合物的制备提供了物质基础,但针对特色油料蛋白质(specialty oilseed proteins,SOP)与EP复合物的研究尚不系统。该文基于特色油料中EP的结构基础和赋存形态,总结了SOP与EP间相互作用方式,归纳了相互作用类型对蛋白质功能特性和生物活性的影响规律,发掘了SOP-EP复合物在乳液、薄膜、递送载体、凝胶等领域的应用潜力,为其产业化应用提供理论依据。

本文引用格式

卢聪聪 , 陈雨 , 于梦丽 , 陈复生 . 特色油料蛋白与内源性多酚复合物形成、特性及应用研究进展[J]. 食品与发酵工业, 2025 , 51(17) : 385 -394 . DOI: 10.13995/j.cnki.11-1802/ts.041817

Abstract

Meal of oilseed crops contains a variety of nutrients, including proteins, polysaccharides, and polyphenols.The abundant endogenous polyphenols(EP)provide a material basis for the preparation of protein-polyphenol complexes, but systematic research on the EP and specialty oilseed proteins(SOP)complexes is still lacking.Based on the structural basis and chemical form of EP in specialty oilseed crops, the interaction mode between SOP and EP is summarized.The effects of interaction type on functional properties and bioactivity of proteins were summarized.The application potential of SOP-EP complexes in emulsion, film, delivery vector, and gel were explored, and the theoretical basis for its industrial application was provided.

参考文献

[1] 李孝忠, 马春蕊, 肖雪, 等.中国特色油料产业贸易特征及发展趋势分析[J].中国油料作物学报, 2024, 46(6):1213-1221.
LI X Z, MA C R, XIAO X, et al.Analysis on trade characteristics and development trend of China's specific oilseed crops industry[J].Chinese Journal of Oil Crop Sciences, 2024, 46(6):1213-1221.
[2] 施文华, 严茂林, 刘昌勇, 等.我国油料进口贸易的结构特征及对策分析[J].中国油脂, 2023, 48(8):1-8.
SHI W H, YAN M L, LIU C Y, et al.Structural characteristics and countermeasures analysis of Chinese oilseeds import trade[J].China Oils and Fats, 2023, 48(8):1-8.
[3] 赵艳飞, 王继永.我国主要植物油料油脂供需现状、问题及发展对策[J].作物杂志, 2024(3):8-12.
ZHAO Y F, WANG J Y.Current situation, problems and development countermeasures of supply and demand of main plant oil in China[J].Crops, 2024(3):8-12.
[4] WEI P P, ZHAO F L, WANG Z, et al.Sesame (Sesamum indicum L.):A comprehensive review of nutritional value, phytochemical composition, health benefits, development of food, and industrial applications[J].Nutrients, 2022, 14(19):4079.
[5] PETRARU A, URSACHI F, AMARIEI S.Nutritional characteristics assessment of sunflower seeds, oil and cake.perspective of using sunflower oilcakes as a functional ingredient[J].Plants, 2021, 10(11):2487.
[6] GOKSEN G, DEMIR D, DHAMA K, et al.Mucilage polysaccharide as a plant secretion:Potential trends in food and biomedical applications[J].International Journal of Biological Macromolecules, 2023, 230:123146.
[7] XUE W W, SHEN X L, WU L K.Microwave pretreatment of hemp seeds changes the flavor and quality of hemp seed oil[J].Industrial Crops and Products, 2024, 213:118396.
[8] YANG J, DUAN Y Q, ZHANG H H, et al.Ultrasound coupled with weak alkali cycling-induced exchange of free sulfhydryl-disulfide bond for remodeling interfacial flexibility of flaxseed protein isolates[J].Food Hydrocolloids, 2023, 140:108597.
[9] HALPERN B S, FRAZIER M, VERSTAEN J, et al.The environmental footprint of global food production[J].Nature Sustainability, 2022, 5(12):1027-1039.
[10] RIAZI F, TEHRANI M M, LAMMERS V, et al.Unexpected morphological modifications in high moisture extruded pea-flaxseed proteins:Part I, topological and conformational characteristics, textural attributes, and viscoelastic phenomena[J].Food Hydrocolloids, 2023, 136:108304.
[11] 王远利, 康心蕊, 陶亮, 等.蛋白质与多酚的互作机制及其应用[J].中国食品学报, 2024, 24(2):357-372.
WANG Y L, KANG X R, TAO L, et al.The interaction mechanism between protein and polyphenol and its application[J].Journal of Chinese Institute of Food Science and Technology, 2024, 24(2):357-372.
[12] XI Y, CHENG D, ZENG X Q, et al.Evidences for chlorogenic acid:A major endogenous polyphenol involved in regulation of ripening and senescence of apple fruit[J].PLoS One, 2016, 11(1):e0146940.
[13] 杜伊晗, 王书语, 向燕, 等.核桃内源性多酚的体外抗氧化能力及对核桃油氧化稳定性的影响[J].中国油脂, 2024, 49(5):88-94;143.
DU Y H, WANG S Y, XIANG Y, et al.In vitro antioxidant capacity of endogenous walnut polyphenols and their effects on the oxidation stability of walnut oil[J].China Oils and Fats, 2024, 49(5):88-94;143.
[14] YAN X H, ZENG Z L, MCCLEMENTS D J, et al.A review of the structure, function, and application of plant-based protein-phenolic conjugates and complexes[J].Comprehensive Reviews in Food Science and Food Safety, 2023, 22(2):1312-1336.
[15] HE W Y, HE K, LIU X Y, et al.Modulating the allergenicity and functional properties of peanut protein by covalent conjugation with polyphenols[J].Food Chemistry, 2023, 415:135733.
[16] ZHANG C H, LI C Z, ZHU Y L, et al.Stability of a novel glycosylated peanut protein isolate delivery system loaded with Gallic acid[J].Food Chemistry, 2024, 437:137790.
[17] 张子微, 段子渊, 程卯生.多酚类化合物对脂代谢的影响[J].中国食品工业, 2024(14):87-89.
ZHANG Z W, DUAN Z Y, CHENG M S.Effects of polyphenols on lipid metabolism[J].China Food Industry, 2024(14):87-89.
[18] CUTRIM C S, CORTEZ M A S.A review on polyphenols:Classification, beneficial effects and their application in dairy products[J].International Journal of Dairy Technology, 2018, 71(3):564-578.
[19] ALASALVAR C, CHANG S K, BOLLING B, et al.Specialty seeds:Nutrients, bioactives, bioavailability, and health benefits:A comprehensive review[J].Comprehensive Reviews in Food Science and Food Safety, 2021, 20(3):2382-2427.
[20] LUCINI MAS A, BRIGANTE F I, SALVUCCI E, et al.Defatted chia flour as functional ingredient in sweet cookies.How do Processing, simulated gastrointestinal digestion and colonic fermentation affect its antioxidant properties?[J].Food Chemistry, 2020, 316:126279.
[21] CHEN R, OH H B, PARAMESWARAN R, et al.Practice patterns in parathyroid surgery:A survey of Asia-Pacific parathyroid surgeons[J].World Journal of Surgery, 2019, 43(8):1964-1971.
[22] SLATNAR A, MIKULIC-PETKOVSEK M, STAMPAR F, et al.Identification and quantification of phenolic compounds in kernels, oil and bagasse pellets of common walnut (Juglans regia L.)[J].Food Research International, 2015, 67:255-263.
[23] VU D C, VO P H, COGGESHALL M V, et al.Identification and characterization of phenolic compounds in black walnut kernels[J].Journal of Agricultural and Food Chemistry, 2018, 66(17):4503-4511.
[24] 陈佩云, 湛晔, 周安宁, 等.比较6种油茶花、叶和籽的多酚含量及其抗氧化活性[J].现代食品, 2019, 25(24):149-153.
CHEN P Y, ZHAN Y, ZHOU A N, et al.Comparison of polyphenol content and antioxidant activity of six kinds of Camellia oleifera flowers, leaves and seeds[J].Modern Food, 2019, 25(24):149-153.
[25] ÖZCAN M M, YLMAZ F G, USLU N, et al.Determination of bioactive compounds, phenolic contents, fatty acid and biogenic element profiles of the seeds of sunflower (Helianthus annuus L.) genotypes[J].Food and Humanity, 2024, 2:100222.
[26] WEISZ G M, KAMMERER D R, CARLE R.Identification and quantification of phenolic compounds from sunflower (Helianthus annuus L.) kernels and shells by HPLC-DAD/ESI-MSn[J].Food Chemistry, 2009, 115(2):758-765.
[27] HAN Y M, CHI J W, ZHANG M W, et al.Changes in saponins, phenolics and antioxidant activity of quinoa (Chenopodium quinoa Willd) during milling process[J].LWT, 2019, 114:108381.
[28] HEMALATHA P, BOMZAN D P, SATHYENDRA RAO B V, et al.Distribution of phenolic antioxidants in whole and milled fractions of quinoa and their inhibitory effects on α-amylase and α-glucosidase activities[J].Food Chemistry, 2016, 199:330-338.
[29] PELLEGRINI M, LUCAS-GONZALEZ R, SAYAS-BARBERÁ E, et al.Bioaccessibility of phenolic compounds and antioxidant capacity of chia (Salvia hispanica L.) seeds[J].Plant Foods for Human Nutrition, 2018, 73(1):47-53.
[30] 熊雅婷, 张亚丽, 李真顺.多酚/植物蛋白质复合物的界面特性及其在乳液中的应用研究进展[J].食品科技, 2021, 46(12):258-262.
XIONG Y T, ZHANG Y L, LI Z S.Development of the interfacial properties of polyphenol/plant protein complexes and their applications in emulsions[J].Food Science and Technology, 2021, 46(12):258-262.
[31] 齐奇, 李艳霞, 杨凯, 等.内源多酚对松仁各组分蛋白理化性质、功能特性和结构的影响[J].食品科学, 2022, 43(16):81-89.
QI Q, LI Y X, YANG K, et al.Effects of endogenous polyphenols on the physicochemical and functional properties and structure of pine kernel proteins[J].Food Science, 2022, 43(16):81-89.
[32] RUBINO M I, ARNTFIELD S D, NADON C A, et al.Phenolic protein interactions in relation to the gelation properties of canola protein[J].Food Research International, 1996, 29(7):653-659.
[33] SALGADO P R, LÓPEZ-CABALLERO M E, GÓMEZ-GUILLÉN M C, et al.Exploration of the antioxidant and antimicrobial capacity of two sunflower protein concentrate films with naturally present phenolic compounds[J].Food Hydrocolloids, 2012, 29(2):374-381.
[34] QUAN T H, BENJAKUL S, SAE-LEAW T, et al.Protein-polyphenol conjugates:Antioxidant property, functionalities and their applications[J].Trends in Food Science & Technology, 2019, 91:507-517.
[35] KAREFYLLAKIS D, ALTUNKAYA S, BERTON-CARABIN C C, et al.Physical bonding between sunflower proteins and phenols:Impact on interfacial properties[J].Food Hydrocolloids, 2017, 73:326-334.
[36] XU P W, YUE X J, YUAN X F, et al.Non-covalent interaction between hemp seed globulin and two hemp seed phenolic compounds:Mechanism and effects on protein structure, bioactivity, and in vitro simulated digestion[J].International Journal of Biological Macromolecules, 2024, 255:128077.
[37] ZHANG Q Z, CHENG Z Z, WANG Y B, et al.Dietary protein-phenolic interactions:Characterization, biochemical-physiological consequences, and potential food applications[J].Critical Reviews in Food Science and Nutrition, 2021, 61(21):3589-3615.
[38] HAO L L, SUN J W, PEI M Q, et al.Impact of non-covalent bound polyphenols on conformational, functional properties and in vitro digestibility of pea protein[J].Food Chemistry, 2022, 383:132623.
[39] LE BOURVELLEC C, RENARD C M G C.Interactions between polyphenols and macromolecules:Quantification methods and mechanisms[J].Critical Reviews in Food Science and Nutrition, 2012, 52(3):213-248.
[40] CHEN Y Y, LI X Y, LI Q M, et al.Dual decoration of quinoa protein isolate by different dietary polyphenols with covalent and noncovalent approaches:Structure characterization, conformational changes and functional properties[J].Food Hydrocolloids, 2024, 156:110376.
[41] PAN X, FANG Y, WANG L L, et al.Covalent interaction between rice protein hydrolysates and chlorogenic acid:Improving the stability of oil-in-water emulsions[J].Journal of Agricultural and Food Chemistry, 2019, 67(14):4023-4030.
[42] 黄子林.核桃多酚对核桃蛋白结构和性质的影响[D].无锡:江南大学,2022.
HUANG Z L.Study on the effect of walnut pehnolic compounds on structure and properties of walnut protein[D].Wuxi:Jiangnan University,2022.
[43] WILDERMUTH S R, YOUNG E E, WERE L M.Chlorogenic acid oxidation and its reaction with sunflower proteins to form green-colored complexes[J].Comprehensive Reviews in Food Science and Food Safety, 2016, 15(5):829-843.
[44] WANG H, YOU S P, WANG W H, et al.Laccase-catalyzed soy protein and Gallic acid complexation:Effects on conformational structures and antioxidant activity[J].Food Chemistry, 2022, 375:131865.
[45] GU L P, PENG N, CHANG C H, et al.Fabrication of surface-active antioxidant food biopolymers:Conjugation of catechin polymers to egg white proteins[J].Food Biophysics, 2017, 12(2):198-210.
[46] LIU F G, MA C C, GAO Y X, et al.Food-grade covalent complexes and their application as nutraceutical delivery systems:A review[J].Comprehensive Reviews in Food Science and Food Safety, 2017, 16(1):76-95.
[47] FENG J, CAI H, WANG H, et al.Improved oxidative stability of fish oil emulsion by grafted ovalbumin-catechin conjugates[J].Food Chemistry, 2018, 241:60-69.
[48] KONG X Z, HUANG Z L, ZHANG C M, et al.Phenolic compounds in walnut pellicle improve walnut (Juglans regia L.) protein solubility under pH-shifting condition[J].Food Research International, 2023, 163:112156.
[49] XU P W, YUE X J, YUAN X F, et al.Covalent modification using hemp seed polyphenols improves the structural and functional properties of the hemp seed globulin[J].Food Bioscience, 2023, 56:103293.
[50] TANG M G, YANG M, XU L K, et al.Covalent interactions between walnut protein isolate and chlorogenic acid impact the formation, structure, functionality and emulsions stability of the isolates[J].LWT, 2024, 199:115991.
[51] AHMAD MALIK M, SAINI C S.Polyphenol removal from sunflower seed and kernel:Effect on functional and rheological properties of protein isolates[J].Food Hydrocolloids, 2017, 63:705-715.
[52] SUBAŞı B G, CASANOVA F, CAPANOGLU E, et al.Protein extracts from de-oiled sunflower cake:Structural, physico-chemical and functional properties after removal of phenolics[J].Food Bioscience, 2020, 38:100749.
[53] TANG C B, ZHANG W G, ZOU Y F, et al.Influence of RosA-protein adducts formation on myofibrillar protein gelation properties under oxidative stress[J].Food Hydrocolloids, 2017, 67:197-205.
[54] ALU'DATT M H, RABABAH T, ALLI I.Effect of phenolic compound removal on rheological, thermal and physico-chemical properties of soybean and flaxseed proteins[J].Food Chemistry, 2014, 146:608-613.
[55] HASLAM E.Plant Polyphenols:Vegetable Tannins Revisited[M].Cambridge:Cambridge University Press, 1989.
[56] ZHANG K Y, HUANG J B, WANG D X, et al.Covalent polyphenols-proteins interactions in food processing:Formation mechanisms, quantification methods, bioactive effects, and applications[J].Frontiers in Nutrition, 2024, 11:1371401.
[57] LIN D Q, LU W, KELLY A L, et al.Interactions of vegetable proteins with other polymers:Structure-function relationships and applications in the food industry[J].Trends in Food Science & Technology, 2017, 68:130-144.
[58] JIA W Q, SETHI D S, VAN DER GOOT A J, et al.Covalent and non-covalent modification of sunflower protein with chlorogenic acid:Identifying the critical ratios that affect techno-functionality[J].Food Hydrocolloids, 2022, 131:107800.
[59] CAO W W, CHEN J L, MA S H, et al.Structure characterization and functional properties of flaxseed protein-chlorogenic acid complex[J].Foods, 2023, 12(24):4449.
[60] SALGADO P R, MOLINA ORTIZ S E, PETRUCCELLI S, et al.Biodegradable sunflower protein films naturally activated with antioxidant compounds[J].Food Hydrocolloids, 2010, 24(5):525-533.
[61] SARICAOGLU B, YLMAZ H, SUBAŞ B G, et al.Effect of de-phenolization on protein-phenolic interactions of sunflower protein isolate[J].Food Research International, 2023, 164:112345.
[62] WANG Y Z, LV J, LI C, et al.Walnut protein isolate-epigallocatechin gallate nanoparticles:A functional carrier enhanced stability and antioxidant activity of lycopene[J].Food Research International, 2024, 189:114536.
[63] PHAM L B, WANG B, ZISU B, et al.Covalent modification of flaxseed protein isolate by phenolic compounds and the structure and functional properties of the adducts[J].Food Chemistry, 2019, 293:463-471.
[64] WANG Y Z, CAO S N, MENG Y Y, et al.Mechanisms underlying the effect of walnut pellicle extracts and its four representative polyphenols on in vitro digestion of walnut protein isolate[J].Food and Bioproducts Processing, 2024, 144:166-177.
[65] ALU'DATT M H, RABABAH T, EREIFEJ K, et al.Phenolic-protein interactions in oilseed protein isolates[J].Food Research International, 2013, 52(1):178-184.
[66] 黄子林, 陈思蕊, 孔祥珍, 等.核桃衣多酚改性对植物蛋白溶解性和抗氧化活性的影响[J].中国油脂, 2023, 48(4):112-118.
HUANG Z L, CHEN S R, KONG X Z, et al.Effect of walnut pellicle polyphenols modification on solubility and antioxidant activity of vegetable protein[J].China Oils and Fats, 2023, 48(4):112-118.
[67] HE X, YANG W S, ZHAO Q H, et al.Controlled oxidation and digestion of Pickering emulsions stabilized by quinoa protein and (-)-epigallocatechin-3-gallate (EGCG) hybrid particles[J].International Journal of Biological Macromolecules, 2023, 253(2):126755.
[68] MA J, TONG P Y, CHEN Q W, et al.Covalent conjugation with polyphenol reduced the sensitization of walnut and ameliorated allergy by enhancing intestinal epithelial barrier in mice[J].Food Chemistry, 2024, 439:138191.
[69] CAO H, SAROGLU O, KARADAG A, et al.Available technologies on improving the stability of polyphenols in food processing[J].Food Frontiers, 2021, 2(2):109-139.
[70] LI P, ZHANG Y J, CAO C W, et al.Screening and characterization of antioxidant film applicable to walnut kernels from Juglans sigillata[J].Foods, 2024, 13(9):1313.
[71] PETRARU A, AMARIEI S.A novel approach about edible packaging materials based on oilcakes:A review[J].Polymers, 2023, 15(16):3431.
[72] GONZÁLEZ-PÉREZ S, VEREIJKEN J M.Sunflower proteins:Overview of their physicochemical, structural and functional properties[J].Journal of the Science of Food and Agriculture, 2007, 87(12):2173-2191.
[73] SALGADO P R, FERNÁNDEZ G B, DRAGO S R, et al.Addition of bovine plasma hydrolysates improves the antioxidant properties of soybean and sunflower protein-based films[J].Food Hydrocolloids, 2011, 25(6):1433-1440.
[74] CAO M M, LIAO L, ZHANG X C, et al.Electric field-driven fabrication of anisotropic hydrogels from plant proteins:Microstructure, gel performance and formation mechanism[J].Food Hydrocolloids, 2023, 136:108297.
[75] FABER I, POUVREAU L, JAN VAN DER GOOT A, et al.Modulating commercial pea protein gel properties through the addition of phenolic compounds[J].Food Hydrocolloids, 2024, 154:110123.
[76] HU B, SHEN Y, ADAMCIK J, et al.Polyphenol-binding amyloid fibrils self-assemble into reversible hydrogels with antibacterial activity[J].ACS Nano, 2018, 12(4):3385-3396.
[77] XIE W L, HUANG Y, XIANG Y Z, et al.Insights into the binding mechanism of polyphenols and fish myofibrillar proteins explored using multi-spectroscopic methods[J].Food and Bioprocess Technology, 2020, 13(5):797-806.
[78] LIN D Q, SUN L C, HUO W S, et al.Improved functionality and safety of peptides by the formation of peptide-polyphenol complexes[J].Trends in Food Science & Technology, 2023, 141:104193.
[79] MA J Q, ZHANG X Y, DU Z X, et al.Construction of protein hydrogels with antibacterial activity by interaction of β-lactoglobulin amyloid fibrils with epigallocatechin-3-gallate[J].Food Bioscience, 2024, 58:103632.
[80] NIKBAKHT NASRABADI M, SEDAGHAT DOOST A, MEZZENGA R.Modification approaches of plant-based proteins to improve their techno-functionality and use in food products[J].Food Hydrocolloids, 2021, 118:106789.
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