Korean Journal of Food Science and Technology (한국식품과학회지)

Korean Society of Food Science and Technology (한국식품과학회)
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Effect of Phenolic Acids on Inhibition of Browning of Maillard Reaction Model Solutions

Phenolic acid가 Maillard 반응 모델액의 갈변억제에 미치는 영향

  • Kwak, Eun-Jung (Department of Fermented Food Research, Korea Food Research Institute) ;
  • Lim, Seong-Il (Department of Fermented Food Research, Korea Food Research Institute)
  • 곽은정 (한국식품연구원 발효식품연구팀) ;
  • 임성일 (한국식품연구원 발효식품연구팀)
  • Published : 2007.02.28
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Abstract

The effects of phenolic acids on inhibition of browning by the Maillard reaction were investigated with a glucose-glutamic acid model for doenjang with citric acid as the antibrowning agent and phenolic acid as its synergist. Five phenolic acids, cinnamic, coumaric, caffeic, hydroxybenzoic, and protocatechuic acids, were used. In order to investigate the antibrowning capacity, 0.1M glucose, 0.1M glutamic acid, 50mM citric acid, and 1mM phenolic acid were dissolved in 1M phosphate buffer (pH 7.0), heated at $50^{\circ}C$ for 24hr in the presence of 0.2mM $FeCl_{2}$, and stored at $4^{\circ}C$ or $30^{\circ}C$ for four weeks. Phenolic acid addition more efficiently inhibited browning during storage at $30^{\circ}C$ than at $4^{\circ}C$, without changes in pH. Hydroxybenzoic acid was the most efficient and increased the antibrowning capacity by 13% compared to sample without phenolic acids. Although caffeic and protocatechuic acids inhibited most the formation of 3-deoxyglucosone or fluorescence, they increased browning by forming colored complexes between two hydroxy groups of phenolic acids and iron ions. Hydroxybenzoic acid will be able to be a useful synergist of citric acid, an antibrowning agent in doenjang, since it is permitted for doenjang.

된장모델로서 0.1M glucose-0.1M glutamic acid 모델을 선정하고 0.2mM $FeCl_{2}$의 존재 하에 갈변억제제인 50mM citric acid와 이의 synergist로 5종의 phenolic acids를 첨가하여 조제한 시료를 $4^{\circ}C$와 $30^{\circ}C$에서 4주간 저장하면서 phenolic acids가 갈변억제에 미치는 영향을 알아보았다. 그 결과 phenolic acids 첨가에 따른 갈변억제효과는$4^{\circ}C$의 저온에서보다 $30^{\circ}C$의 실온에서 저장시 pH의 변화 없이 더욱 효과적인 것으로 나타났다. 5종의 phenolic acids 중에서 hydroxybenzoic acid는 갈변억제능이 가장 높아, 갈변억제능은 $30^{\circ}C$에서 4주간 저장후 phenolic acids 무첨가구보다 13%가 높았다. Caffeic acid와 protocatechuic acid와 같이 OH기가 2개 치환된 phenolic acid는 Maillard 반응의 촉매로 작용하는 철 이온과의 결합능이 높아 Maillard 반응이 보다 더 억제되어 3-DG 및 형광화합물과 같은 중간반응산물의 생성을 가장 억제하였으나, 이들 phenolic acids는 유색의 착체를 형성하여 동일계의 OH기가 0, 1개 치환된 phenolic acids보다 갈변도는 오히려 증가하였다. Hydroxybenzoic acid는 실제 된장에도 사용가능한 첨가물로서 citric acid를 갈변억제제로 사용시 이의 synergist로 사용이 가능할 것으로 생각되었다.

Keywords

References

  1. Martins SIFS, Jongen WMF, Van Boekel MAJS. A review of Maillard reaction in food and implication to kinetic modelling. Trends Food Sci. Technol.11: 364-373 (2001) https://doi.org/10.1016/S0924-2244(01)00022-X
  2. Korean Food Research Institute. Technical Development for Inhibiting browning of Doenjang. KFRI, Kyonggido, Korea, pp. 15-17 (1997)
  3. Kim ND. Study on the browning and its inhibition in soybean paste (doenjang). PhD thesis, Konkuk University, Seoul, Korea (1996)
  4. Kwon DJ, Kim YJ, Kim HJ, Hong SS, Kim HK. Changes of color in doenjang by different browning factors. Korean J. Food Sci. Technol. 30: 1000-1005 (1998)
  5. Yamabe S. Changes in constituents of misos during storage. J. Brew Soc. Jpn. 86: 108-114 (1991) https://doi.org/10.6013/jbrewsocjapan1988.86.108
  6. Kwak EJ, Park WS, Lim SI. Color and quality properties of doenjang added with citric acid and phytic acid. Korean J. Food Sci. Technol. 35: 455-460 (2003)
  7. Yeh CT, Yen GC. Modulation of hepatic phase II phenol sulfotransferase and antioxidant status by phenolic acids in rats. J. Nutr. Biochem. 17: 561-569 (2006) https://doi.org/10.1016/j.jnutbio.2005.10.008
  8. Natella F, Nardini M, Felice MD, Scaccini C. Benzoic acid and cinnamic acid derivatives as antioxidants: structure-activity relation. J. Agr. Food Chem. 47: 1453-1459 (1999) https://doi.org/10.1021/jf980737w
  9. Minussi RC, Rossi M, Bologna L, Cordi L, Rotilio D, Pastore GM, Duran N. Phenolic compounds and total antioxidant potential of commercial wines. Food Chem. 82: 409-416 (2003) https://doi.org/10.1016/S0308-8146(02)00590-3
  10. Silva FAM, Borges F, Guimaraes C, Lima JLFC, Matos C, Reis S. Phenolic acids and derivatives: studies on the relationship among structure, radical scavenging activity, and physicochemical parameters. J. Agr. Food Chem. 48: 2122-2126 (2000) https://doi.org/10.1021/jf9913110
  11. Bonnely S, Peyrat-Maillard MN, Rondini L, Masy D, Berset C. Antioxidant activity of malt rootlet extracts. J. Agr. Food Chem. 48: 2785-2792 (2000) https://doi.org/10.1021/jf990793c
  12. Chen JH, Ho CT. Antioxidant activities of caffeic acid and its related hydroxycinnamic acid compounds. J. Agr. Food Chem. 45: 2373-2378 (1997)
  13. Kikuzaki H, Hisamoto M, Hirose K, Akiyama K, Taniguchi H. Antioxidant properties of ferulic acid and its related compounds. J. Agr. Food Chem. 50: 2161-2168 (2002) https://doi.org/10.1021/jf011348w
  14. Kweon MH, Hwang HJ, Sung HC. Identification and antioxidant of novel chlorogenic acid derivatives from bamboo (Phyllostachys edulis). J. Agr. Food Chem. 49: 4646-4655 (2001) https://doi.org/10.1021/jf010514x
  15. Castelluccio C, Bolwell GP, Gerrish C, Rice-Evans C. Differential distribution of ferulic acid to the major plasma constituents in relation to its potential as an antioxidant. Biochem. J. 316: 691-694 (1996) https://doi.org/10.1042/bj3160691
  16. Galati G, O'Brien PJ. Potential toxicity of flavonoids and other dietary phenolics: significance for their chemopreventive and anticancer properties. Free Radical Bio. Med. 37: 287-303 (2004) https://doi.org/10.1016/j.freeradbiomed.2004.04.034
  17. Chun SS, Vattem DA, Lin YT, Shetty K. Phenolic antioxidants from clonal oregano (Origanum vulgare) with antimicrobial activity against Hericobacter pylori. Process Biochem. 40: 809-816 (2005) https://doi.org/10.1016/j.procbio.2004.02.018
  18. Ukeda H, Ishii T. Analytical methods of Maillard reaction products in foods. FFF Jpn. 171: 84-91 (1997)
  19. Morales FJ, Jimenez-Perez S. Free radical scavenging capacity of Maillard reaction products as related to color and fluorescence. Food Chem. 72: 119-125 (2001) https://doi.org/10.1016/S0308-8146(00)00239-9
  20. Okada Y, Okada M. Scavenging effect of water soluble proteins in broad beans on free radicals and active oxygen species. J. Agr. Food Chem. 46: 401-406 (1998) https://doi.org/10.1021/jf970470l
  21. Morales FJ, Romero C, Jimenez-Perez S. Fluorescence associated with Maillard reaction in milk and milk-resembling systems. Food Chem. 57: 423-428 (1996) https://doi.org/10.1016/0308-8146(95)00245-6
  22. Kwak EJ, Lim SI. The effect of sugar, amino acid, metal ion, and NaCI on model Maillard reaction under pH control. Amino Acids 27: 85-90 (2004)
  23. Kwak EJ, Lim SI. Inhibition of browning by antibrowning agents and phenolic acids or cinnamic acid in the glucose-lysine model. J. Sci. Food Agr. 85: 1337-1342 (2005) https://doi.org/10.1002/jsfa.1994