DOI QR코드

DOI QR Code

Antioxidant Effects of Carnosine Extracted from the Eel Anguilla japonica

뱀장어 Anguilla japonica 추출 Carnosine의 항산화 효과

  • Lee, Keun-Tae (Department of Food Science and Biotechnology, Pukyong National University) ;
  • Song, Ho-Su (Department of Food Science and Biotechnology, Pukyong National University) ;
  • Park, Seong-Min (Department of Food Science and Biotechnology, Pukyong National University)
  • 이근태 (부경대학교 식품생명공학부) ;
  • 송호수 (부경대학교 식품생명공학부) ;
  • 박성민 (부경대학교 식품생명공학부)
  • Published : 2007.08.31

Abstract

Ion-exchange chromatography and ultra-filtration permeation were used to extract carnosine from the eel Anguilla japonica. In an investigation of its antioxidant properties, the eel carnosine prevented lipid peroxidation in linoleic acid systems, scavenged free radicals, and exhibited superoxide dismutase-like activity. These activities increased as the carnosine concentration increased. The nitrite scavenging effects (NSEs) of commercial carnosine and the eel carnosine were measured at various acidic pHs (1.2, 3.0, and 4.2). For both types of carnosine, the maximum NSE was observed at pH 1.2. At this pH, the NSE of the eel carnosine was 65.3%. Both types of carnosine were effective at maintaining reasonably good color of ground beef patties over 5 days of storage at $4^{\circ}C$ and inhibited metmyoglobin formation as well as lipid peroxidation. These data suggest that the eel carnosine might be useful as a "natural" antioxidant in commercial production and storage of muscle foodstuffs.

Keywords

References

  1. AOAC. 1995. Official Methods of Analysis, 16th ed., Association of Official Analytical Chemists, Washington, D.C., 69-74
  2. Armida, S.E., D. Djamel, T. Gaston, G. Begona, A.B. Jose and R. Pedro. 2003. Evaluation of the antioxidant ability of hydrazine-purified and untreated commercial carnosine in beef patties. Meat Sci., 64, 59-67 https://doi.org/10.1016/S0309-1740(02)00162-6
  3. Block, G. and L. Langseth. 1994. Antioxidant vitamins and disease prevention. Food Technol., 48, 80-85
  4. Boldyrev, A, H. Abe, S. Stvolinsky and O. Tyulina. 1995. Effects of carnosine and related compounds on generation of free oxygen species: a comparative study. Comp. Biochem. Physiol., 112, 481-485 https://doi.org/10.1016/0305-0491(95)00084-4
  5. Branen, A.L. 1975. Toxicological and anisole and butylated hydroxy antisole and butylated hydroxy toluene. JAOCS, 52, 59 https://doi.org/10.1007/BF02901825
  6. Bucala, R., A. Cerami and H. Vlassara. 1995. Advanced glycosylation end products in diabetic complications. Diabet. Rev., 3, 258-268
  7. Burton, G.W. 1989. Antioxidant action of cartenoids. J. Nutri., 119, 110-116
  8. Bussayarat, M. and K.O. Intarapichet. 2005. Heat and ultrafiltration extraction of broiler meat carnosine and its antioxidant activity. Meat Sci., 71, 364-374 https://doi.org/10.1016/j.meatsci.2005.04.017
  9. Casteels, P., C. Ampe and P. Tempst. 1989. Antibacterial peptides from honeybees. EMBO J., 9, 2397-2391
  10. Chan, K.M., E.A. Decker and W.J. Means. 1993. Extraction and activity of carnosine, a naturally occuring antioxidant in beef muscle. J. Food Sci., 58, 1-7 https://doi.org/10.1111/j.1365-2621.1993.tb03199.x
  11. Chasovnikova, L.V., V.E. Formazyuk, V.I. Sergienko, A.A. Boldyrev and S.E. Severine. 1990. The antioxidative properties of carnosine and other deuge, Biochem. Int., 20, 1097-1103
  12. Choi, S.H., K.T. Lee, S.M. Park, B.Y. Son and H.M. Choi. 1999, Studies on hydrothermal extracts from fish head. 1. Chemical composition and physical properties of the extracts. J. Kor. Fish. Soc., 32, 537-541
  13. Choi, S.Y., H.Y. Kwon, O.B. Kwon and J.H. Kang. 1999. Hydrogen peroxide-mediated Cu, Zn-superoxide dismutase fragmentation: protection by carnosine, homocarnosine and anserine. Bioch. Biophy. Acta, 1472, 651-657 https://doi.org/10.1016/S0304-4165(99)00189-0
  14. Decker, E.A., A.D. Crum and J.T. Calvert. 1992. Differences in the antioxidant mechanism of carnosine in the presence of cooper and Iron. J. Agric. Food Chem., 40, 756-759 https://doi.org/10.1021/jf00017a009
  15. Decker, E.A. and A.D. Crum. 1993. Antioxidant activity of carnosine in cooked ground pork. Meat Sci., 34, 245-253 https://doi.org/10.1016/0309-1740(93)90031-C
  16. Diez, R.P. and E.J. Baran. 2003. A density functional study of some physical properties of carnosine. J. Mol. Struct., 621, 245-251 https://doi.org/10.1016/S0166-1280(02)00587-0
  17. Frankel, E.N. 1996. Antioxidants in lipid foods and their on food quality. Food Chem., 57, 51 https://doi.org/10.1016/0308-8146(96)00067-2
  18. Gayiva, E., I. Kron, V. Pavlisak, M. Fedurco and B. Novakova. 1999. Carnosine in patients with diabetes meJlitus type I. Bratisl Lek Listy., 100, 500-502
  19. Giese, J. 1996. Antioxidants: Tool for preventing lipid oxidation. Food Technol., 50, 73
  20. Gray, J.I. and L.R. Dugan, Jr. 1975. Inhibition of Nnitrosamine formation in model food systems. J. Food Sci., 40, 981-984 https://doi.org/10.1111/j.1365-2621.1975.tb02248.x
  21. Gulevitch, V.S. and S. Amiradgibi. 1900. Uber das carnosine, eine neueorganiche base des fleischextraktes, ber. Deusch. Chem. Ges., 33, 1902 https://doi.org/10.1002/cber.19000330275
  22. Hipkiss, A.R., C. Brownson and M.J. Carrier. 2001. Carnosine, the anti-ageing, anti-oxidant dipeptide, may react with protein carbonyl groups. Mech. Age. Develop., 122, 1431-1445 https://doi.org/10.1016/S0047-6374(01)00272-X
  23. Ito, N., S. Fukushima, A. Hasegawa, M. Shibata and T. Ogiso. 1983. Carcinogenicity of bytylated hydroxy antisole in 344 rats. J. Natl. Cancer Inst., 70, 343
  24. Kang, J.H., K.S. Kim, S.Y. Chol, H.Y. Kwon, M.H. Won and T.C. Kang. 2002. Carnosine and Related Dipeptides protect human ceruloplasmin against peroxyl radical-mediated modification. Mol. Cells, 13, 498-502
  25. Kang, Y.H., Y.K. Park, S.R. Oh and K.D. Moon. 1995. Studies on the physiological functionality of pine needle and mugwort extracts. Kor. J. Food Sci. Technol., 27, 978-984
  26. Kim, S.K., H.C. Lee and Y.J. Jeon. 1996. Isolation and characterization of antioxidative peptides from enzymatic hydrolysates of yellowfin sole skin gelatin. J. Kor. Fish. Soc., 29, 246-255
  27. Kim, S.K., Y.I. Choi and J.H. Choi. 2000. Screening of Biofuntional pepteides from cod processing wastes. J. Kor. Soc. Agric. Chem. Biotechnol., 43, 225-227
  28. Kim, Y.G. 2004. Antioxidant. Ryomoongak Press, Seoul, Korea, 1-3
  29. Kim, W.S. 2003. Antioxidant activity and safety evaluation of carnosine, anserine and homocarnosine isolated from Spent Hen. Ph.D. Thesis, Duksung Women's University, Seoul, Korea, 1-94
  30. Kohama, Y. 1988. Isolation of angiotensin converting enzyme inhibitor from tuna muscle. Biochem. Biophy. Res. Comm., 155, 332-336 https://doi.org/10.1016/S0006-291X(88)81089-1
  31. Kohen, R., R. Misgav and I. Ginsburg. 1991. The SOD like activity of copper : carnosine, copper : anserine and copper : homocarnosine complexes. Free Rad. Res, Comm., 12, 179-185 https://doi.org/10.3109/10715769109145784
  32. Krzywicki, K. 1979. Assessment of relative content of myoglobin, oxymyoglobin and metmyoglobin at the surface of beef. Meat Sci., 3, 1-10 https://doi.org/10.1016/0309-1740(79)90019-6
  33. Larson, R.A. 1988. The antioxidants of higher plants. Phycochemistry, 27, 969 https://doi.org/10.1016/0031-9422(88)80254-1
  34. Lee, B.J., J.H. Park, Y.S. Lee, M.H. Cho, Y.C. Kim and D.G. Hendricks. 1999. Effect of carnosine and related compounds on glucose oxidation and protein glycation in vitro. J. Biochem. Mol. BioI., 32, 370-378
  35. Lowry, O.R., N.J. Rosebrough, A.L. Farr and R.J. Randall. 1951. Protein measurement with folin phenol reagent. J. BioI. Chem., 193, 265-275
  36. Marklund, S. and G. Marklund. 1974. Involvement of the superoxide anion radical in the autoxidation of pyrogallol and a convenient assay for superoxide dismutase. Eur. J. Biochem., 47, 469-474 https://doi.org/10.1111/j.1432-1033.1974.tb03714.x
  37. McCord, J.M. and I. Fridovich. 1969. Superoxide dismutase. An enzymic function for erythrocuprein (hemocuprein). J. BioI. Chem., 244, 6049-6055
  38. McManus, I.R. 1957, Some metabolic precursors of the N-l-methyl group of anserine in the rat. J. Bio. Chem., 225, 325-334
  39. Nakazato, M., J. Asai, M. Mitazato and H. Matsuo, 1990. Isolation and identification of isletamyloid polypeptide in normal human pancrease. Regul. Peptides, 31, 179-186 https://doi.org/10.1016/0167-0115(90)90004-G
  40. Nam, H.S. 1999. Development of bioactive peptides and its market trend. Food Ind. Nutri., 4, 17-19
  41. Oyaizu, M. 1988. Antioxidative activities if browning products of glucosamine fractionated by organic solvent and thin-layer chromatography. Nippon Shokuhin Kogyo Gakkaishi, 35, 771-775 https://doi.org/10.3136/nskkk1962.35.11_771
  42. Parker, C.J., Jr. 1966, Spectrophotometric determination of carnosine and anserine in muscle. Anal. Chem., 38, 1359-1362 https://doi.org/10.1021/ac60242a018
  43. Partt, D.E. and B.J.F. Hudson. 1990. Natural antioxidant not exploited commercially. In: Food Antioxidants. Elsevier, 168-171
  44. Pokorny, J., N. Yanishlieva and M. Gordan. 2001. Antioxidants in Food. CRC, 71, 291-29
  45. Seki, E.K., Osajima, T. Matsui and Y. Osajima. 1993. Separation and purification of angiotensin I converting enzyme inhibitory peptides from heated sardine meat by treatment with alkaline protease. Nippon Shokuhin Hogyo Gakkashi, 40, 783-791 https://doi.org/10.3136/nskkk1962.40.783
  46. Shimada, K., K. Fujikawa, K. Yahara and T. Nakamura. 1992. Antioxidative properties of xanthan on the antioxidation of soybean oil in cyclodextrin emulsion. J. Agric. Food Chem., 40, 945-948 https://doi.org/10.1021/jf00018a005
  47. Stookey, L.L. 1970. Ferrozine: a new spectrophotometric reagent for iron. Anal. Chem., 42, 779-781 https://doi.org/10.1021/ac60289a016
  48. Wu, H.C., C.Y. Shiau, H.M. Chen and T.K. Chiou. 2003. Antioxidant activities of carnosine, anserine, some free amino acids and their combination. J. Food Drug Anal., 11, 148-453
  49. Yoshikawa, T., Y. Nanito, T. Tanigawa, T. Yoneta and M. Kondo. 1991. The antioxidant properties of a novel zinc-carnosine chelate compound, N-(3-aminopro-pionyl)-L-histidine to zinc. Biochem. Biophy. Act., 1115, 15-22 https://doi.org/10.1016/0304-4165(91)90005-2

Cited by

  1. Antioxidant Activities of Five Melania Snails of the Genus Semisulcospira in Korea vol.43, pp.3, 2010, https://doi.org/10.5657/kfas.2010.43.3.188
  2. 솔잎 추출물의 기능적 특성과 대두유 산화억제 효과에 관한 연구 vol.17, pp.10, 2007, https://doi.org/10.5322/jes.2008.17.10.1139
  3. 뱀장어(Anguilla japonica) 추출 Carnosine이 과산화수소로 유도된 인체 백혈구의 DNA 손상과 Repair에 미치는 효과 vol.50, pp.5, 2007, https://doi.org/10.5657/kfas.2017.0520