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GIDALARIN YAPISINDAKİ FENOLİK BİLEŞİKLERİN VE PROTEİNLERİN İNTERAKSİYON MEKANİZMALARI VE İNTERAKSİYONA ETKİ EDEN FAKTÖRLER

Year 2016, Volume: 41 Issue: 1, 45 - 52, 01.02.2016

Abstract

Fenolik bileşikler ve gıda proteinlerinin kovalent olmayan ve kovalent ilişkileri, polifenolce zengin gıdaürünlerinin kalitesini etkileyen en temel iki faktördür. Bu derlemeyle, proteinler ve fenolik bileşiklerarasındaki ilişkilerin biyokimyasal temelleri ve dolayısıyla polifenolce zengin gıda ve içeceklerin duyusalve besleyici kalitelerinin açıklanması amaçlanmaktadır. Ayrıca, gıda örneklerindeki bu interaksiyonlar ile,gıdaların fonksiyonel sonuçlarının daha iyi anlaşılması sağlanmaktadır. Mevcut çalışmalar, interaksiyonlarsonucunda proteinlerin ikincil ve üçüncül yapısının değiştiğini, proteinlerin çözülebilirliğinin azaldığını,ancak termal stabilitenin geliştiğini göstermektedir. Ayrıca, bazı amino asitlerin miktarı ve proteinsindirilebilirliğinin azaldığı ve fenolik bileşiklerin antioksidan kapasitesinin azalttığını göstermektedir.Polifenol yapısı ve tipi, protein tipi ve konsantrasyonu, polifenollerin konsantrasyonu, sıcaklık ve pH,interaksiyonları etkileyen parametrelerdir. Bu derlemede, fenolik bileşik ve gıda proteinlerindeki temeletkileşimler incelenmiş ve temel bulgular özetlenmiştir

References

  • Ozdal T, Capanoglu, E, Altay F. 2013. A review on protein–phenolic interactions and associated changes. Food Res Int, 51: 954-970.
  • Harnly JM., Bhagwat S., Lin LZ. 2007. Profiling methods for the determination of phenolic compounds in foods and dietary supplements. Anal Bioanal Chem, 389: 47-61.
  • Swieca M. Seczyk L. Gawlik-Dziki U. Dziki D. 2014. Bread enriched with quinoa leaves – The influence of protein–phenolics interactions on the nutritional and antioxidant quality. Food Chem, 162:54-62.
  • Guo W, Kong E, Meydani M. 2009. Dietary polyphenols, inflammation, and cancer. Nutr Cancer, 61: 807-810.
  • Haslam E. 1996. Natural polyphenols (vegetable tannins) as drugs: Possible modes of action. J Nat Prod, 59:205-215.
  • Mulaudzi RB, Ndhlala AR, Kulkarni MG, Staden JV. 2012. Pharmacological properties and protein binding capacity of phenolic extracts of some Venda medicinal plants used against cough and fever. J Ethnopharmacol, 143: 185-193.
  • Vermerris W, Nicholson R. 2006. Families of phenolic compounds and means of classification. In: Phenolic Compound Biochemistry Vermerris W. Nicholson R. (Eds.), London: Springer, pp. 3-25. 8.Acar J, Gökmen V, 2005. Fenolik Bileşikler. Gıda Kimyası. Saldamlı, İ (Baş editör). Hacettepe yayınları, Ankara, Türkiye.
  • Chen D, Wan SB, Yang H, Yuan J, Chan TH, Dou QP. 2011. EGCG, green tea polyphenols and their synthetic analogs and prodrugs for human cancer prevention and treatment. Adv Clin Chem, 53:155-177.
  • Zakaria ZA, Hisam EEA, Rofiee MS, Norhafizah M, Somchit MN, Teh LK., Salleh MZ. 2011. In vivo antiulcer activity of the aqueous extract of Bauhinia purpurea leaf. J Ethnopharmacol, 137:1047-1054. 11.Han N, Gu Y, Ye C, Cao Y, Liu Z, Yin J. 2012. Antithrombotic activity of fractions and components obtained from raspberry leaves (Rubus chingii). Food Chem , 132: 181-185.
  • Tao WW, Duan JA., Yang NY., Tang YP, Liu MZ., Qian YF. 2012. Antithrombotic phenolic compounds from Glycyrrhiza uralensis. Fitoterapia, 83: 422-425.
  • Beara IN, Lesjak MM, Orcic DZ, Simin ND, Cetoyevic-Simin DD, Bozin B, Mimica-Dukic NM, 2012. Comparative analysis of phenolic profile, antioxidant, anti-inflammatory and cytotoxic activity of two closely-related Plantain species: Plantago altissima L. and Plantago lanceolata L. LWT -Food Science and Technology 47: 64-70.
  • Zimmer AR, Leonardi B, Miron D, Schapoval E, Oliveira JR, Gosmann G. 2012. Antioxidant and anti-inflammatory properties of Capsicum baccatum: from traditional use to scientific approach. J Ethnopharmacol, 139: 228-233.
  • Jansman AJM. 1993. Tannins in feedstuffs for simple stomached animals. Nutr Res Rev 6:209-236. 16. Thongkaew C, Gibis M, Hinrichs J, Weiss J. 2014. Polyphenol interactions with whey protein isolate and whey protein isolate-pectin coacervates. Food Hydrocoll, 41: 103-112.
  • Bourvellec CL, Renard, CMGC. 2012. Interactions between polyphenols and macromolecules: Quantification methods and mechanisms. Crit Rev Food Sci Nutr, 52:213-248.
  • Diniz A, Escuder-Gilabert L, Lopes NP, Villanueva-Camañas RM, Sagrado S, Medina- Hernández MJ. 2008. Characterization of interactions between polyphenolic compounds and human serum proteins by capillary electrophoresis. Anal Bioanal Chem, 391(2):625-632.
  • Hasni I, Bourassa P, Hamdani S, Samson G, Carpentier R, Tajmir-Riahi H. 2011. Interaction of milk a- and b-caseins with tea polyphenols. Food Chem, 126 (2): 630-639.
  • Loomis WD, Battaile J. 1966. Plant phenolic compounds and the isolation of plant enzymes. Phytochemistry 5:423-438.
  • Damodaran S. 1996. Amino acids, peptides, and proteins. In Food chemistry, Fennema O.R. (Ed.), Marcel Dekker, Inc. pp. 321-429.
  • Hagerman AE, Butler LG. 1978. Protein precipitation method for the quantification of tannins. J Agric Food Chem. 26:809-812.
  • Prigent SV, Voragen AG, Visser AJ, van Koningsveld GA, Gruppen H. 2007. Covalent interactions between proteins and oxidation products of caffeoylquinic acid (chlorogenic acid). J Sci Food Agric, 87(13): 2502-2510.
  • Charlton AJ, Baxter NJ, Khan ML, Moir AJG, Haslam E, Davies AP, Williamson MP. 2002. Polyphenol/peptide binding and precipitation. J Agric Food Chem, 50:1593-1601.
  • Oliveira A, Alexandre EMC, Coelho M, Lopes C, Almeida DPF, Pintado M. 2015. Incorporation of strawberries preparation in yoghurt: Impact on phytochemicals and milk proteins. Food Chem, 171: 370-378.
  • Sastry MCS, Rao MSN. 1990. Binding of CGA by the isolated polyphenol-free 11S protein of sunflower (Helianthus annus) seed. J Agric Food Chem, 38, 2103-2110.
  • Hoffmann T, Glabasnia A, Schwarz B, Wisman KN, Gangwer KA, Hagerman AE. 2006. Protein binding and astringent taste of a polymeric procyanidin, 1,2,3,4,6-penta-O-galloyl-beta-D- glucopyranose, castalagin, and grandinin. J Agric Food Chem, 54, 9503-9509.
  • Kroll J, Rawel HM. 2001. Reactions of plant phenols with myoglobin: Influence of chemical structure of the phenolic compounds. J Food Sci, 66:48-58.
  • Yuksel Z, Avci E, Erdem YK. 2010. Characterization of binding interactions between green tea flavanoids and milk proteins. Food Chem, 121: 450-456.
  • Wang X, Zhang J, Lei F, Liang C, Yuan F, Gao Y. 2014. Covalent complexation and functional evaluation of (-)-epigallocatechin gallate and a-lactalbumin. Food Chem, 150:341-347.
  • Almajano MP, Delgado ME, Gordon MH, 2007. Changes in the antioxidant properties of protein solutions in the presence of epigallocatechin gallate. Food Chem, 101:126-130.
  • Soares S, Mateus N, Freitas V, 2007. Interaction of Different Polyphenols with Bovine Serum Albumin (BSA) and Human Salivary α-Amylase (HSA) by Fluorescence Quenching. J Agric Food Chem, 55:6726-6735.
  • Bartolome B, Estrella I, Hernandez MT, 2000. Interaction of low molecular weight phenolics with proteins (BSA). J Food Sci, 65(4): 617-621.
  • Ferrer-Gallego R, Gonçalves R, Rivas-Gonzalo JC, Escribano-Bailón MT, Freitas V, 2012. Interaction of phenolic compounds with bovine serum albumin (BSA) and a-amylase and their relationship to astringency perception. Food Chem, 135:651-658. 35. Zhang H, Yu D, Sun J, Guo H, Ding Q, Liu R., Ren F. 2014. Interaction of milk whey protein with common phenolic acids. Journal of Molecular Structure, 1058: 228-233.
  • Labuckas DO, Maestri DM, Perelló M, Martínez ML, Lamarque AL. 2008. Phenolics from walnut (Juglans regia L.) kernels: Antioxidant activity and interactions with proteins. Food Chem, 107: 607-612.
  • Jakobek L. 2015. Interactions of polyphenols with carbohydrates, lipids and proteins. Food Chem, 175:556-567.
  • Prigent SVE, Gruppen H, Visser AJWG, Van Koningsveld GAHD, Alfons GJV. 2003. Effects of non-covalent interactionswith 5-o-caffeoylquinic acid (CGA) on the heat denaturation and solubility of globular proteins. J A g r i c F o o d C h e m , 51:5088-5095.
  • Gallo M, Vinci G, Graziani G, Simone CD, Ferranti P. 2013. The interaction of cocoa polyphenols with milk proteins studied by proteomic techniques. Food Res Int, 54:406-415.
  • Naczk M, Towsend M, Zadernowski R, Shahidi F. 2011. Protein-binding and antioxidant potential of phenolics of mangosteen fruit (Garcinia mangostana). Food Chem, 128:292-298.
  • Budryn G, Palecz B, Rachwal-Rosiak D, Oracz J, Zaczynska D, Belica S, Navarro-Gonzalez I, Meseguer JMV, Perez-Sanchez H. 2015. Effect of inclusion of hydroxycinnamic and chlorogenic acids from green coffee bean in β-cyclodextrin on their interactions with whey, egg white and soy protein isolates. Food Chem, 168: 276-287.
  • Rawel HM, Czajka D, Rohn S, Kroll J. 2002. Interactions of different phenolic acids and flavonoids with soy proteins. Int J Biol Macromol, 30: 137-150.
  • Von Staszewski, M. V., Pilosof, A. M. R., & Ja- gus, R. J. (2011). Antioxidant and antimicrobial performance of different Argentinean green tea varieties as affected by whey proteins. Food Chem, 125, 186-192.
  • Ivanov V, Carr AC, Frei B. 2001. Red wine antioxidants bind to human lipoproteins and protect them from metal ion-dependent and - independent oxidation. J Agric Food Chem, 49(9): 4442-4449.
  • de Freitas V, Carvalho E, Mateus N. 2003. Study of carbohydrate influence on protein- tannin aggregation by nephelometry. Food Chem, 81:503-509.
  • Frazier RA, Papadopoulou A, Mueller-Harvey I, Kissoon D, Green RJ. 2003. Probing protein-tannin interactions by isothermal titration microcalorimetry. J Agric Food Chem, 51:5189-5195.
  • Carvalho E, Povoas MJ, Mateus N, de Freitas V. 2006. Application of flow nephelometry to the analysis of the influence of carbohydrates on protein-tannin interactions. Journal of Science and Food Agriculture, 86:891-896.
  • Papadopoulou A, Frazier RA. 2004. Characterization of proteinpolyphenol interactions. Trends Food Science and Technology, 15:186-190.
  • Horne J, Hayes J, Lawless HT. 2002. Turbidity as a measure of salivary protein reactions with astringent substances. Chemical Senses, 27:653-659.
  • Fickel J, Pitra Ch, Joest BA, Hofmann RR. 1999. A novel method to evaluate the relative tannin-binding capacities of salivary proteins. Comp Biochem Physiol Part C Toxicol Pharmcol, 122: 225-229.
  • Flaudrops C, Armstrong N, Raoult D, Chabrière E. 2015. Determination of the animal origin of meat and gelatin by MALDI-TOF-MS. J Food Compos Anal, 41: 104-112.
  • Rohn S. 2014. Possibilities and limitations in the analysis of covalent interactions between phenolic compounds and proteins. Food Res Int, 65:13-19.
  • Park YS, Polovka M, Martinez-Ayala AL, González-Aguilar GA, Ham KS, Kang SG, Park YK, Heo BG, Namiesnik J, Gorinstein S, 2015. Fluorescence studies by quenching and protein unfolding on the interaction of bioactive compounds in water extracts of kiwi fruit cultivars with human serum albümin. Journal of Luminescence, 160: 71-77.
  • Wang X, Liu F, Liu L, Wei Z, Yuan F, Gao Y. 2015. Physicochemical characterisation of β-carotene emulsion stabilised by covalent complexes of α-lactalbumin with (-)-epigallocatechin gallate or chlorogenic acid. Food Chem, 173:564-568.

INTERACTION MECHANISMS and EFFECT of PARAMETERS to THESE INTERACTIONS of PHENOLIC COMPOUNDS and PROTEINS in FOOD

Year 2016, Volume: 41 Issue: 1, 45 - 52, 01.02.2016

Abstract

Non-covalent and covalent associations of phenolic compounds with food protein are two of the mostfundamental factors affecting the quality of phenol-rich food products. This review describes thebiochemical bases of associations between phenolic compounds and proteins, therefore it will help tounderstand organoleptic and nutritional qualities of phenol-rich foods and drinks. It will also allow abetter understanding of the functional consequences of these interactions on food samples. Recentstudies showed that while secondary and tertiary structures of the proteins were changed, solubility ofthe protein was decreased, however its thermal stability can be improved. Moreover, the amount of someamino acids and protein digestibility were reduced and proteins significantly decrease the antioxidantcapacity in general. The effects of factors such as phenolic compound structure and type, protein typeand concentration, concentration of phenolic compounds, temperature, and pH are discussed. In thisreview, the interactions of phenolic compounds and protein are investigated and basic findings aresummarized

References

  • Ozdal T, Capanoglu, E, Altay F. 2013. A review on protein–phenolic interactions and associated changes. Food Res Int, 51: 954-970.
  • Harnly JM., Bhagwat S., Lin LZ. 2007. Profiling methods for the determination of phenolic compounds in foods and dietary supplements. Anal Bioanal Chem, 389: 47-61.
  • Swieca M. Seczyk L. Gawlik-Dziki U. Dziki D. 2014. Bread enriched with quinoa leaves – The influence of protein–phenolics interactions on the nutritional and antioxidant quality. Food Chem, 162:54-62.
  • Guo W, Kong E, Meydani M. 2009. Dietary polyphenols, inflammation, and cancer. Nutr Cancer, 61: 807-810.
  • Haslam E. 1996. Natural polyphenols (vegetable tannins) as drugs: Possible modes of action. J Nat Prod, 59:205-215.
  • Mulaudzi RB, Ndhlala AR, Kulkarni MG, Staden JV. 2012. Pharmacological properties and protein binding capacity of phenolic extracts of some Venda medicinal plants used against cough and fever. J Ethnopharmacol, 143: 185-193.
  • Vermerris W, Nicholson R. 2006. Families of phenolic compounds and means of classification. In: Phenolic Compound Biochemistry Vermerris W. Nicholson R. (Eds.), London: Springer, pp. 3-25. 8.Acar J, Gökmen V, 2005. Fenolik Bileşikler. Gıda Kimyası. Saldamlı, İ (Baş editör). Hacettepe yayınları, Ankara, Türkiye.
  • Chen D, Wan SB, Yang H, Yuan J, Chan TH, Dou QP. 2011. EGCG, green tea polyphenols and their synthetic analogs and prodrugs for human cancer prevention and treatment. Adv Clin Chem, 53:155-177.
  • Zakaria ZA, Hisam EEA, Rofiee MS, Norhafizah M, Somchit MN, Teh LK., Salleh MZ. 2011. In vivo antiulcer activity of the aqueous extract of Bauhinia purpurea leaf. J Ethnopharmacol, 137:1047-1054. 11.Han N, Gu Y, Ye C, Cao Y, Liu Z, Yin J. 2012. Antithrombotic activity of fractions and components obtained from raspberry leaves (Rubus chingii). Food Chem , 132: 181-185.
  • Tao WW, Duan JA., Yang NY., Tang YP, Liu MZ., Qian YF. 2012. Antithrombotic phenolic compounds from Glycyrrhiza uralensis. Fitoterapia, 83: 422-425.
  • Beara IN, Lesjak MM, Orcic DZ, Simin ND, Cetoyevic-Simin DD, Bozin B, Mimica-Dukic NM, 2012. Comparative analysis of phenolic profile, antioxidant, anti-inflammatory and cytotoxic activity of two closely-related Plantain species: Plantago altissima L. and Plantago lanceolata L. LWT -Food Science and Technology 47: 64-70.
  • Zimmer AR, Leonardi B, Miron D, Schapoval E, Oliveira JR, Gosmann G. 2012. Antioxidant and anti-inflammatory properties of Capsicum baccatum: from traditional use to scientific approach. J Ethnopharmacol, 139: 228-233.
  • Jansman AJM. 1993. Tannins in feedstuffs for simple stomached animals. Nutr Res Rev 6:209-236. 16. Thongkaew C, Gibis M, Hinrichs J, Weiss J. 2014. Polyphenol interactions with whey protein isolate and whey protein isolate-pectin coacervates. Food Hydrocoll, 41: 103-112.
  • Bourvellec CL, Renard, CMGC. 2012. Interactions between polyphenols and macromolecules: Quantification methods and mechanisms. Crit Rev Food Sci Nutr, 52:213-248.
  • Diniz A, Escuder-Gilabert L, Lopes NP, Villanueva-Camañas RM, Sagrado S, Medina- Hernández MJ. 2008. Characterization of interactions between polyphenolic compounds and human serum proteins by capillary electrophoresis. Anal Bioanal Chem, 391(2):625-632.
  • Hasni I, Bourassa P, Hamdani S, Samson G, Carpentier R, Tajmir-Riahi H. 2011. Interaction of milk a- and b-caseins with tea polyphenols. Food Chem, 126 (2): 630-639.
  • Loomis WD, Battaile J. 1966. Plant phenolic compounds and the isolation of plant enzymes. Phytochemistry 5:423-438.
  • Damodaran S. 1996. Amino acids, peptides, and proteins. In Food chemistry, Fennema O.R. (Ed.), Marcel Dekker, Inc. pp. 321-429.
  • Hagerman AE, Butler LG. 1978. Protein precipitation method for the quantification of tannins. J Agric Food Chem. 26:809-812.
  • Prigent SV, Voragen AG, Visser AJ, van Koningsveld GA, Gruppen H. 2007. Covalent interactions between proteins and oxidation products of caffeoylquinic acid (chlorogenic acid). J Sci Food Agric, 87(13): 2502-2510.
  • Charlton AJ, Baxter NJ, Khan ML, Moir AJG, Haslam E, Davies AP, Williamson MP. 2002. Polyphenol/peptide binding and precipitation. J Agric Food Chem, 50:1593-1601.
  • Oliveira A, Alexandre EMC, Coelho M, Lopes C, Almeida DPF, Pintado M. 2015. Incorporation of strawberries preparation in yoghurt: Impact on phytochemicals and milk proteins. Food Chem, 171: 370-378.
  • Sastry MCS, Rao MSN. 1990. Binding of CGA by the isolated polyphenol-free 11S protein of sunflower (Helianthus annus) seed. J Agric Food Chem, 38, 2103-2110.
  • Hoffmann T, Glabasnia A, Schwarz B, Wisman KN, Gangwer KA, Hagerman AE. 2006. Protein binding and astringent taste of a polymeric procyanidin, 1,2,3,4,6-penta-O-galloyl-beta-D- glucopyranose, castalagin, and grandinin. J Agric Food Chem, 54, 9503-9509.
  • Kroll J, Rawel HM. 2001. Reactions of plant phenols with myoglobin: Influence of chemical structure of the phenolic compounds. J Food Sci, 66:48-58.
  • Yuksel Z, Avci E, Erdem YK. 2010. Characterization of binding interactions between green tea flavanoids and milk proteins. Food Chem, 121: 450-456.
  • Wang X, Zhang J, Lei F, Liang C, Yuan F, Gao Y. 2014. Covalent complexation and functional evaluation of (-)-epigallocatechin gallate and a-lactalbumin. Food Chem, 150:341-347.
  • Almajano MP, Delgado ME, Gordon MH, 2007. Changes in the antioxidant properties of protein solutions in the presence of epigallocatechin gallate. Food Chem, 101:126-130.
  • Soares S, Mateus N, Freitas V, 2007. Interaction of Different Polyphenols with Bovine Serum Albumin (BSA) and Human Salivary α-Amylase (HSA) by Fluorescence Quenching. J Agric Food Chem, 55:6726-6735.
  • Bartolome B, Estrella I, Hernandez MT, 2000. Interaction of low molecular weight phenolics with proteins (BSA). J Food Sci, 65(4): 617-621.
  • Ferrer-Gallego R, Gonçalves R, Rivas-Gonzalo JC, Escribano-Bailón MT, Freitas V, 2012. Interaction of phenolic compounds with bovine serum albumin (BSA) and a-amylase and their relationship to astringency perception. Food Chem, 135:651-658. 35. Zhang H, Yu D, Sun J, Guo H, Ding Q, Liu R., Ren F. 2014. Interaction of milk whey protein with common phenolic acids. Journal of Molecular Structure, 1058: 228-233.
  • Labuckas DO, Maestri DM, Perelló M, Martínez ML, Lamarque AL. 2008. Phenolics from walnut (Juglans regia L.) kernels: Antioxidant activity and interactions with proteins. Food Chem, 107: 607-612.
  • Jakobek L. 2015. Interactions of polyphenols with carbohydrates, lipids and proteins. Food Chem, 175:556-567.
  • Prigent SVE, Gruppen H, Visser AJWG, Van Koningsveld GAHD, Alfons GJV. 2003. Effects of non-covalent interactionswith 5-o-caffeoylquinic acid (CGA) on the heat denaturation and solubility of globular proteins. J A g r i c F o o d C h e m , 51:5088-5095.
  • Gallo M, Vinci G, Graziani G, Simone CD, Ferranti P. 2013. The interaction of cocoa polyphenols with milk proteins studied by proteomic techniques. Food Res Int, 54:406-415.
  • Naczk M, Towsend M, Zadernowski R, Shahidi F. 2011. Protein-binding and antioxidant potential of phenolics of mangosteen fruit (Garcinia mangostana). Food Chem, 128:292-298.
  • Budryn G, Palecz B, Rachwal-Rosiak D, Oracz J, Zaczynska D, Belica S, Navarro-Gonzalez I, Meseguer JMV, Perez-Sanchez H. 2015. Effect of inclusion of hydroxycinnamic and chlorogenic acids from green coffee bean in β-cyclodextrin on their interactions with whey, egg white and soy protein isolates. Food Chem, 168: 276-287.
  • Rawel HM, Czajka D, Rohn S, Kroll J. 2002. Interactions of different phenolic acids and flavonoids with soy proteins. Int J Biol Macromol, 30: 137-150.
  • Von Staszewski, M. V., Pilosof, A. M. R., & Ja- gus, R. J. (2011). Antioxidant and antimicrobial performance of different Argentinean green tea varieties as affected by whey proteins. Food Chem, 125, 186-192.
  • Ivanov V, Carr AC, Frei B. 2001. Red wine antioxidants bind to human lipoproteins and protect them from metal ion-dependent and - independent oxidation. J Agric Food Chem, 49(9): 4442-4449.
  • de Freitas V, Carvalho E, Mateus N. 2003. Study of carbohydrate influence on protein- tannin aggregation by nephelometry. Food Chem, 81:503-509.
  • Frazier RA, Papadopoulou A, Mueller-Harvey I, Kissoon D, Green RJ. 2003. Probing protein-tannin interactions by isothermal titration microcalorimetry. J Agric Food Chem, 51:5189-5195.
  • Carvalho E, Povoas MJ, Mateus N, de Freitas V. 2006. Application of flow nephelometry to the analysis of the influence of carbohydrates on protein-tannin interactions. Journal of Science and Food Agriculture, 86:891-896.
  • Papadopoulou A, Frazier RA. 2004. Characterization of proteinpolyphenol interactions. Trends Food Science and Technology, 15:186-190.
  • Horne J, Hayes J, Lawless HT. 2002. Turbidity as a measure of salivary protein reactions with astringent substances. Chemical Senses, 27:653-659.
  • Fickel J, Pitra Ch, Joest BA, Hofmann RR. 1999. A novel method to evaluate the relative tannin-binding capacities of salivary proteins. Comp Biochem Physiol Part C Toxicol Pharmcol, 122: 225-229.
  • Flaudrops C, Armstrong N, Raoult D, Chabrière E. 2015. Determination of the animal origin of meat and gelatin by MALDI-TOF-MS. J Food Compos Anal, 41: 104-112.
  • Rohn S. 2014. Possibilities and limitations in the analysis of covalent interactions between phenolic compounds and proteins. Food Res Int, 65:13-19.
  • Park YS, Polovka M, Martinez-Ayala AL, González-Aguilar GA, Ham KS, Kang SG, Park YK, Heo BG, Namiesnik J, Gorinstein S, 2015. Fluorescence studies by quenching and protein unfolding on the interaction of bioactive compounds in water extracts of kiwi fruit cultivars with human serum albümin. Journal of Luminescence, 160: 71-77.
  • Wang X, Liu F, Liu L, Wei Z, Yuan F, Gao Y. 2015. Physicochemical characterisation of β-carotene emulsion stabilised by covalent complexes of α-lactalbumin with (-)-epigallocatechin gallate or chlorogenic acid. Food Chem, 173:564-568.
There are 50 citations in total.

Details

Other ID JA25AR53BG
Journal Section Research Article
Authors

V Hazal Özyurt This is me

Semih Ötleş This is me

Publication Date February 1, 2016
Published in Issue Year 2016 Volume: 41 Issue: 1

Cite

APA Özyurt, V. H., & Ötleş, S. (2016). GIDALARIN YAPISINDAKİ FENOLİK BİLEŞİKLERİN VE PROTEİNLERİN İNTERAKSİYON MEKANİZMALARI VE İNTERAKSİYONA ETKİ EDEN FAKTÖRLER. Gıda, 41(1), 45-52.
AMA Özyurt VH, Ötleş S. GIDALARIN YAPISINDAKİ FENOLİK BİLEŞİKLERİN VE PROTEİNLERİN İNTERAKSİYON MEKANİZMALARI VE İNTERAKSİYONA ETKİ EDEN FAKTÖRLER. The Journal of Food. February 2016;41(1):45-52.
Chicago Özyurt, V Hazal, and Semih Ötleş. “GIDALARIN YAPISINDAKİ FENOLİK BİLEŞİKLERİN VE PROTEİNLERİN İNTERAKSİYON MEKANİZMALARI VE İNTERAKSİYONA ETKİ EDEN FAKTÖRLER”. Gıda 41, no. 1 (February 2016): 45-52.
EndNote Özyurt VH, Ötleş S (February 1, 2016) GIDALARIN YAPISINDAKİ FENOLİK BİLEŞİKLERİN VE PROTEİNLERİN İNTERAKSİYON MEKANİZMALARI VE İNTERAKSİYONA ETKİ EDEN FAKTÖRLER. Gıda 41 1 45–52.
IEEE V. H. Özyurt and S. Ötleş, “GIDALARIN YAPISINDAKİ FENOLİK BİLEŞİKLERİN VE PROTEİNLERİN İNTERAKSİYON MEKANİZMALARI VE İNTERAKSİYONA ETKİ EDEN FAKTÖRLER”, The Journal of Food, vol. 41, no. 1, pp. 45–52, 2016.
ISNAD Özyurt, V Hazal - Ötleş, Semih. “GIDALARIN YAPISINDAKİ FENOLİK BİLEŞİKLERİN VE PROTEİNLERİN İNTERAKSİYON MEKANİZMALARI VE İNTERAKSİYONA ETKİ EDEN FAKTÖRLER”. Gıda 41/1 (February 2016), 45-52.
JAMA Özyurt VH, Ötleş S. GIDALARIN YAPISINDAKİ FENOLİK BİLEŞİKLERİN VE PROTEİNLERİN İNTERAKSİYON MEKANİZMALARI VE İNTERAKSİYONA ETKİ EDEN FAKTÖRLER. The Journal of Food. 2016;41:45–52.
MLA Özyurt, V Hazal and Semih Ötleş. “GIDALARIN YAPISINDAKİ FENOLİK BİLEŞİKLERİN VE PROTEİNLERİN İNTERAKSİYON MEKANİZMALARI VE İNTERAKSİYONA ETKİ EDEN FAKTÖRLER”. Gıda, vol. 41, no. 1, 2016, pp. 45-52.
Vancouver Özyurt VH, Ötleş S. GIDALARIN YAPISINDAKİ FENOLİK BİLEŞİKLERİN VE PROTEİNLERİN İNTERAKSİYON MEKANİZMALARI VE İNTERAKSİYONA ETKİ EDEN FAKTÖRLER. The Journal of Food. 2016;41(1):45-52.

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