메뉴 건너뛰기




Volumn 16, Issue 6, 2008, Pages 46-53

The protective effect of amino acids on the copper(II)-catalyzed autoxidation of ascorbic acid

Author keywords

Amino acids; Antioxidants; Ascorbic acid; Autoxidation; Copper(II) catalysis; Protection; Vitamin C

Indexed keywords

2,9 DIMETHYL 1,10 PHENANTHROLINE; ALANINE; AMINO ACID; ASCORBIC ACID; ASPARAGINE; ASPARTIC ACID; CHELATE; COPPER COMPLEX; CUPRIC ION; GLUTAMIC ACID; GLUTAMINE; GLYCINE; HISTIDINE; PHENYLALANINE;

EID: 60849131734     PISSN: 10219498     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (13)

References (38)
  • 2
    • 0000911032 scopus 로고
    • Chelates of ascorbic acid
    • Chapter 7, Ascorbic Acid: Its Chemistry and Metabolism and Uses, Seib, P. A. and Tolbert, B. M. eds. American Chemical Society Publishing. Washington, DC. U. S. A
    • Martell, A. E. 1982. Chelates of ascorbic acid. Chapter 7. In "Ascorbic Acid: Its Chemistry and Metabolism and Uses". Advances in Chemistry Series 200. p. 153. Seib, P. A. and Tolbert, B. M. eds. American Chemical Society Publishing. Washington, DC. U. S. A.
    • (1982) Advances in Chemistry Series , vol.200 , pp. 153
    • Martell, A.E.1
  • 3
    • 0014190736 scopus 로고
    • Metal ion and metal chelate catalyzed oxidation of ascorbic acid by molecular oxygen. I. Cuprie and ferric ion catalyzed oxidation
    • Khan, M. M. T. and Martell, A. E. 1967a. Metal ion and metal chelate catalyzed oxidation of ascorbic acid by molecular oxygen. I. Cuprie and ferric ion catalyzed oxidation. J. Am. Chem. Soc. 89: 4176-4185.
    • (1967) J. Am. Chem. Soc , vol.89 , pp. 4176-4185
    • Khan, M.M.T.1    Martell, A.E.2
  • 4
    • 0014212604 scopus 로고
    • Metal ion and metal chelate catalyzed oxidation of ascorbic acid by molecular oxygen. II. Cupric and ferric chelate catalyzed oxidation
    • Khan, M. M. T. and Martell, A. E. 1967b. Metal ion and metal chelate catalyzed oxidation of ascorbic acid by molecular oxygen. II. Cupric and ferric chelate catalyzed oxidation. J. Am. Chem. Soc. 89: 7104-7111.
    • (1967) J. Am. Chem. Soc , vol.89 , pp. 7104-7111
    • Khan, M.M.T.1    Martell, A.E.2
  • 5
    • 0010430179 scopus 로고
    • Kinetics of the cupric salt-catalyzed autoxidation of L-ascorbic acid in aqueous solutions
    • Ogata, Y., Kosugi, Y. and Morimoto, T. 1968. Kinetics of the cupric salt-catalyzed autoxidation of L-ascorbic acid in aqueous solutions. Tetrahedron 24: 4057-4066.
    • (1968) Tetrahedron , vol.24 , pp. 4057-4066
    • Ogata, Y.1    Kosugi, Y.2    Morimoto, T.3
  • 6
    • 0000633873 scopus 로고
    • Reactions of L-ascorbic acid with transition metal complexes
    • Davies, M. B. 1992. Reactions of L-ascorbic acid with transition metal complexes. Polyhedron 11: 285-321.
    • (1992) Polyhedron , vol.11 , pp. 285-321
    • Davies, M.B.1
  • 7
    • 0027217271 scopus 로고
    • The effect of citrate anions on the kinetics of dupric ion-catalysed oxidation of ascorbic acid
    • Sahbaz, F. and Somer, G. 1993. The effect of citrate anions on the kinetics of dupric ion-catalysed oxidation of ascorbic acid. Food Chem. 47: 345-349.
    • (1993) Food Chem , vol.47 , pp. 345-349
    • Sahbaz, F.1    Somer, G.2
  • 8
    • 1042291498 scopus 로고    scopus 로고
    • The role of buffers on the kinetics of L-ascorbic acid oxidation catalyzed by copper (II)
    • Imer, F., Sonmezoglu, I. C. and Kozcaz, M. 2003. The role of buffers on the kinetics of L-ascorbic acid oxidation catalyzed by copper (II). Ital. J. Food Sci. 15: 521-529.
    • (2003) Ital. J. Food Sci , vol.15 , pp. 521-529
    • Imer, F.1    Sonmezoglu, I.C.2    Kozcaz, M.3
  • 9
    • 0000316697 scopus 로고    scopus 로고
    • Ascorbate oxidation catalyzed by bis (histidine) copper(II)
    • Scarpa, M., Vianello, F., Signor, L., Zennaro, L. and Rigo, A. 1996. Ascorbate oxidation catalyzed by bis (histidine) copper(II). Inorg. Chem. 35: 5201-5206.
    • (1996) Inorg. Chem , vol.35 , pp. 5201-5206
    • Scarpa, M.1    Vianello, F.2    Signor, L.3    Zennaro, L.4    Rigo, A.5
  • 10
    • 0034192960 scopus 로고    scopus 로고
    • Copper-catalyzed autoxidations of GSH and L-ascorbic acid: Mutual inhibition of the respective oxidations by their coexistence
    • Ohta, Y., Shiraishi, N., Nishikawa, T. and Nishikimi, M. 2000. Copper-catalyzed autoxidations of GSH and L-ascorbic acid: mutual inhibition of the respective oxidations by their coexistence. Biochim. Biophys. Acta 1474: 378-382.
    • (2000) Biochim. Biophys. Acta , vol.1474 , pp. 378-382
    • Ohta, Y.1    Shiraishi, N.2    Nishikawa, T.3    Nishikimi, M.4
  • 11
    • 60849126380 scopus 로고    scopus 로고
    • Tekman, S. and Oner, N. 1994. Biochemistry in Turkish. InGenel Biyokimya Dersleri. p.200 Yayinlari, I. U. ed. Fakulteler Matbaasi. Istanbul, Turkey.
    • Tekman, S. and Oner, N. 1994. Biochemistry in Turkish. In"Genel Biyokimya Dersleri". p.200 Yayinlari, I. U. ed. Fakulteler Matbaasi. Istanbul, Turkey.
  • 12
    • 60849130673 scopus 로고    scopus 로고
    • Telefoncu, A. 1992. Medical Biochemistry in Turkish. InTip ve Fen Bilimciler icin Biyokimya. p.22 Arkadas Tip Kitaplari. Istanbul, Turkey.
    • Telefoncu, A. 1992. Medical Biochemistry in Turkish. In"Tip ve Fen Bilimciler icin Biyokimya". p.22 Arkadas Tip Kitaplari. Istanbul, Turkey.
  • 13
    • 0017508976 scopus 로고
    • Physical and Chemical Properties of the Copper-Alanine System. An Advanced Laboratory System
    • Farrell, J. J. 1977. Physical and Chemical Properties of the Copper-Alanine System. An Advanced Laboratory System. J. Chem. Educ. 54: 445-446.
    • (1977) J. Chem. Educ , vol.54 , pp. 445-446
    • Farrell, J.J.1
  • 14
    • 18544384019 scopus 로고
    • Oxidation of tartaric acid in presence of iron
    • Fenton, H. J. H. 1894. Oxidation of tartaric acid in presence of iron. J. Chem. Soc. Trans. 65: 899-911.
    • (1894) J. Chem. Soc. Trans , vol.65 , pp. 899-911
    • Fenton, H.J.H.1
  • 15
    • 0028805055 scopus 로고
    • Differing α-tocopherol oxidative lability and ascorbic acid sparing effects in buoyant and dense LDL
    • Tribble, D. L., Thiel, P. M., Van den Berg, J. J. M. and Krauss, R. M. 1995. Differing α-tocopherol oxidative lability and ascorbic acid sparing effects in buoyant and dense LDL. Arterioscler. Thromb. Vasc. Biol. 15: 2025-2031.
    • (1995) Arterioscler. Thromb. Vasc. Biol , vol.15 , pp. 2025-2031
    • Tribble, D.L.1    Thiel, P.M.2    Van den Berg, J.J.M.3    Krauss, R.M.4
  • 16
    • 0001398727 scopus 로고
    • Amino acid metabolism in mammalian cell cultures
    • Eagle, H. 1959. Amino acid metabolism in mammalian cell cultures. Science 130: 432-437.
    • (1959) Science , vol.130 , pp. 432-437
    • Eagle, H.1
  • 17
    • 0025257513 scopus 로고
    • Physiological and pathophysiological roles of excitatory amino acids during central nervous system development
    • McDonald, J. W. and Johnston, M. V. 1990. Physiological and pathophysiological roles of excitatory amino acids during central nervous system development. Brain Res. Brain Res. Rev. 15: 41-70.
    • (1990) Brain Res. Brain Res. Rev , vol.15 , pp. 41-70
    • McDonald, J.W.1    Johnston, M.V.2
  • 19
    • 14844282103 scopus 로고    scopus 로고
    • Spectrophotometric determination of ascorbic acid using copper(II)-neocuproine reagent in beverages and pharmaceuticals
    • Guçlu, K., Sozgen, K., Tutem, E., Ozyurek, M. and Apak, R. 2005. Spectrophotometric determination of ascorbic acid using copper(II)-neocuproine reagent in beverages and pharmaceuticals. Talanta 65: 1226-1232.
    • (2005) Talanta , vol.65 , pp. 1226-1232
    • Guçlu, K.1    Sozgen, K.2    Tutem, E.3    Ozyurek, M.4    Apak, R.5
  • 20
    • 11144234112 scopus 로고    scopus 로고
    • A novel total antioxidant capacity index for dietary polyphenols, vitamins C and E, using their cupric ion reducing capability in the presence of neocuproine: CUPRAC method
    • Apak, R., Guçlu, K., Ozyurek, M. and Karademir, S. E. 2004. A novel total antioxidant capacity index for dietary polyphenols, vitamins C and E, using their cupric ion reducing capability in the presence of neocuproine: CUPRAC method. J. Agric. Food Chem. 52: 7970-7981.
    • (2004) J. Agric. Food Chem , vol.52 , pp. 7970-7981
    • Apak, R.1    Guçlu, K.2    Ozyurek, M.3    Karademir, S.E.4
  • 21
    • 24144432114 scopus 로고    scopus 로고
    • Total antioxidant capacity assay of human serum using copper(II)-neocuproine as chromogenic oxidant: The CUPRAC method
    • Apak, R., Guçlu, K., Ozyurek, M., Karademir, S. E. and Altun, M. 2005. Total antioxidant capacity assay of human serum using copper(II)-neocuproine as chromogenic oxidant: The CUPRAC method. Free Radic. Res. 39: 949-961.
    • (2005) Free Radic. Res , vol.39 , pp. 949-961
    • Apak, R.1    Guçlu, K.2    Ozyurek, M.3    Karademir, S.E.4    Altun, M.5
  • 22
    • 0007239561 scopus 로고
    • Effect of sucrose on oxygen uptake of ascorbic acid in a closed aqueous system
    • Hsieh, Y.-H. P. and Hans, N. D. 1993. Effect of sucrose on oxygen uptake of ascorbic acid in a closed aqueous system. J. Agric. Food Chem. 41: 259-262.
    • (1993) J. Agric. Food Chem , vol.41 , pp. 259-262
    • Hsieh, Y.-H.P.1    Hans, N.D.2
  • 25
    • 60849138367 scopus 로고
    • Handbook Analytical Chemistry
    • 2nd ed. p, Mir Publication. Moscow, USSR
    • Lurie, J. 1978. Handbook Analytical Chemistry. English Translation. 2nd ed. p. 294. Mir Publication. Moscow, USSR.
    • (1978) English Translation , pp. 294
    • Lurie, J.1
  • 26
    • 48449096838 scopus 로고    scopus 로고
    • Kinetic study of copper (II)- and iron (III)- catalyzed oxidation of L-ascorbic acid in aspartame-containing aerated solution: Protection of ascorbic acid
    • Imer, F., Sonmezoglu, I., Yildogan, B., Kilic, H. and Apak, R. 2008. Kinetic study of copper (II)- and iron (III)- catalyzed oxidation of L-ascorbic acid in aspartame-containing aerated solution: protection of ascorbic acid. Ital. J. Food Sci. 20: 5-21.
    • (2008) Ital. J. Food Sci , vol.20 , pp. 5-21
    • Imer, F.1    Sonmezoglu, I.2    Yildogan, B.3    Kilic, H.4    Apak, R.5
  • 27
    • 0006449272 scopus 로고    scopus 로고
    • Equilibrium studies of aspartame and some of its degradation products with hydrogen (I) and copper(II) under physiological conditions using potentiometric pH measurements
    • Kholeif, S. and Anderegg, G. 1997. Equilibrium studies of aspartame and some of its degradation products with hydrogen (I) and copper(II) under physiological conditions using potentiometric pH measurements. Inorganica Chim. Acta 257: 225-230.
    • (1997) Inorganica Chim. Acta , vol.257 , pp. 225-230
    • Kholeif, S.1    Anderegg, G.2
  • 28
    • 0037096201 scopus 로고    scopus 로고
    • Thiourea protects against copper-induced oxidative damage by formation of a redox-inactive thiourea-copper complex
    • Zhu, B.-Z., Antholine, W. E. and Frei, B. 2002. Thiourea protects against copper-induced oxidative damage by formation of a redox-inactive thiourea-copper complex. Free Radic. Biol. Med. 32: 1333-1338.
    • (2002) Free Radic. Biol. Med , vol.32 , pp. 1333-1338
    • Zhu, B.-Z.1    Antholine, W.E.2    Frei, B.3
  • 29
    • 0001548495 scopus 로고
    • The Stability Constants of Metal Complexes of Amino Acids with Polar Side Chains
    • Berthon, G. 1995. The Stability Constants of Metal Complexes of Amino Acids with Polar Side Chains. Pure and Applied Chemistry (IUPAC). 67: 1117-1240.
    • (1995) Pure and Applied Chemistry (IUPAC) , vol.67 , pp. 1117-1240
    • Berthon, G.1
  • 32
    • 0025972738 scopus 로고
    • DNA Damage by Oxygen Derived Species: Its Mechanism and Measurements in Mammalian Systems
    • Halliwell, B. and Auroma, O. I. 1991. DNA Damage by Oxygen Derived Species: Its Mechanism and Measurements in Mammalian Systems. FEBS Lett. 281: 9-19.
    • (1991) FEBS Lett , vol.281 , pp. 9-19
    • Halliwell, B.1    Auroma, O.I.2
  • 33
    • 0343270109 scopus 로고
    • Destructive effect of aspartame on ascorbic acid in Cu-catalyzed solutions
    • Hsieh, Y. P. and Haris, N. D. 1991. Destructive effect of aspartame on ascorbic acid in Cu-catalyzed solutions. J. Agric. Food Chem. 56: 14-16.
    • (1991) J. Agric. Food Chem , vol.56 , pp. 14-16
    • Hsieh, Y.P.1    Haris, N.D.2
  • 34
    • 0037355742 scopus 로고    scopus 로고
    • Copper Reduction by Copper Binding Proteins and Its Relation to Neurodegenerative Diseases
    • Opazo, C., Barria, M. I., Ruiz, F. H. and Inestrosa, N. C. 2003. Copper Reduction by Copper Binding Proteins and Its Relation to Neurodegenerative Diseases. Biometals 16: 91-98.
    • (2003) Biometals , vol.16 , pp. 91-98
    • Opazo, C.1    Barria, M.I.2    Ruiz, F.H.3    Inestrosa, N.C.4
  • 35
    • 0035500510 scopus 로고    scopus 로고
    • Amyloid-β: An antioxidant that becomes a pro-oxidant and critically contributes to Alzheimer's disease
    • Kontusha, A. 2001. Amyloid-β: an antioxidant that becomes a pro-oxidant and critically contributes to Alzheimer's disease. Free Radic. Biol. Med. 31: 1120-1131.
    • (2001) Free Radic. Biol. Med , vol.31 , pp. 1120-1131
    • Kontusha, A.1
  • 36
    • 1542287942 scopus 로고    scopus 로고
    • Mitochondrial dysfunction in neurodegenerative diseases associated with copper imbalance
    • Rossi, L., Lombardo, M. F., Ciriolo, M. R. and Rotilio, G. 2004. Mitochondrial dysfunction in neurodegenerative diseases associated with copper imbalance. Neurochem. Res. 29: 493-504.
    • (2004) Neurochem. Res , vol.29 , pp. 493-504
    • Rossi, L.1    Lombardo, M.F.2    Ciriolo, M.R.3    Rotilio, G.4
  • 37
    • 0037040252 scopus 로고    scopus 로고
    • Biochemical characterization of the human copper transporter Ctrl
    • Lee, J., Pena, M. M. O., Nose, Y. and Thiele, D. J. 2002. Biochemical characterization of the human copper transporter Ctrl. J. Biol. Chem. 277: 4380-4387.
    • (2002) J. Biol. Chem , vol.277 , pp. 4380-4387
    • Lee, J.1    Pena, M.M.O.2    Nose, Y.3    Thiele, D.J.4
  • 38
    • 15544383555 scopus 로고    scopus 로고
    • The chemistry behind antioxidant capacity assays
    • Huang, D., Ou, B. and Prior, R. L. 2005. The chemistry behind antioxidant capacity assays. J. Agric. Food Chem. 53: 1841-1856.
    • (2005) J. Agric. Food Chem , vol.53 , pp. 1841-1856
    • Huang, D.1    Ou, B.2    Prior, R.L.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.