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A simple competitive enzyme-linked immunosorbent assay for the specific detection of the multiphosphorylated 1–25 β-casein fragment

Published online by Cambridge University Press:  23 April 2013

Akinori Kume ,
Akina Sasayama ,
Tetsuo Kaneko ,
Junichi Kurisaki  and
Munehiro Oda
Akinori Kume*
Affiliation:
Food Science Research Labs, R&D Div. Meiji Co., Ltd, Japan
Akina Sasayama
Affiliation:
Food Science Research Labs, R&D Div. Meiji Co., Ltd, Japan
Tetsuo Kaneko
Affiliation:
Food Science Research Labs, R&D Div. Meiji Co., Ltd, Japan
Junichi Kurisaki
Affiliation:
The Department of Food and Nutrition, Jumonji University, Japan
Munehiro Oda
Affiliation:
Graduate School of Bioresource Sciences, Nihon University, Fujisawa, Japan
*
*For correspondence; e-mail: akinori.kume@meiji.com
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Abstract

A specific and simple competitive enzyme-linked immunosorbent assay (ELISA) was developed to determine bovine β-casein phosphopeptides (β-CPP) in casein phosphopeptides (CPP) or CPP complexes such as casein phosphopeptide amorphous calcium phosphate complexes added into dairy products. The method combines sample pretreatment designed for CPP enrichment and anti-β-CPP(f(1–25)) monoclonal antibody 1A5 (mAb 1A5). The mAb 1A5 bound specifically to the tryptic phosphopeptides from β-casein but not from αs1- or αs2-casein. Reactivity was also influenced by the extent of the phosphorylated form of serine residues. Based on the sequence-specific recognition and contribution of phosphorylated serine residues, the epitope of mAb 1A5 was found to reside within the cluster motif Ser(P)-Ser(P)-Ser(P)-Glu-Glu and the surrounding residues in β-CPP. The competitive ELISA developed here can be used as an alternative to specialised and expensive techniques such as mass spectrometry. In particular, it is suitable for the measurement of CPP or CPP complexes in dairy products, which contain closely related endogenous molecular species.

Keywords

Casein phosphopeptideamorphous calcium phosphatemonoclonal antibodycompetitive enzyme–linked immunosorbent assay
Type
Research Article
Information
Journal of Dairy Research , Volume 80 , Issue 3 , August 2013 , pp. 326 - 333
Copyright
Copyright © Proprietors of Journal of Dairy Research 2013 

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References

Adamson, N, Riley, PF & Reynolds, EC 1993 The analysis of multiple phosphoseryl-containing casein peptides using capillary zone electrophoresis. Journal of Chromatography 646 391–396Google Scholar
Adamson, NJ & Reynolds, EC 1997 Relationship between degree of casein hydrolysis and phosphopeptide release. Journal of Dairy Research 64 505–514Google Scholar
Ames, BN 1966 Assay of inorganic phosphate, total phosphate. Methods in Enzymology VIII 115–118Google Scholar
Anguita, G, Martín, R, Gracía, T, Morales, P, Haza, AI, González, I, Sanz, B & Hernández, PE 1995 Indirect ELISA for detection of cows’ milk in ewes’ and goats’ milks using a monoclonal antibody against bovine β-casein. Journal of Dairy Research 62 655–659Google Scholar
Aoki, T, Nakano, T, Iwashita, T, Sugimoto, Y, Ibrahim, HR, Toba, Y, Aoe, S & Nakajima, I 1998 Preparation and characterization of micellar calcium phosphate-casein phosphopeptide complex. Journal of Nutritional Science and Vitaminology 44 447–456Google Scholar
Bouhallab, S, Ginga, V, Ait-Okuhara, N, Bureau, F, Neuville, D, Arhan, P, Naubois, JL & Bougle, D 2002 Influence of various phosphopeptides of caseins on iron adsorption. Journal of Agricultural and Food Chemistry 50 7127–7130Google Scholar
Bouhallab, S & Bougle, D 2004 Biopeptides of milk: caseinophosphopeptides and mineral bioavailability. Reproduction Nutrition Development 44 493–498Google Scholar
Clare, DA & Swaisgood, HE 2000 Bioactive milk peptides: a prospectus. Journal of Dairy Science 83 1187–1195Google Scholar
Erba, D, Ciappellano, S & Testolin, G 2002 Effect of the ratio of casein phosphopeptides to calcium (w/w) on passive calcium transport in the distal small intestine of rats. Nutrition 18 743–746Google Scholar
Ferranti, P, Barone, F, Chianese, L, Addeo, F, Scaloni, A, Pellegrino, L & Resmini, P 1997 Phosphopeptides from Grana Padano cheese: nature, origin and changes during ripening. Journal of Dairy Research 64 601–615Google Scholar
Gaiaschi, A, Beretta, B, Poiesi, C, Conti, A, Giuffrida, MG, Galli, CL & Restani, P 2001 Proteolysis of β-casein as a marker of Grana Padano cheese ripening. Journal of Dairy Science 84 60–65Google Scholar
Gaucheron, F, Mollé, D, Léonil, J & Maubois, JL 1995 Selective determination of phosphopeptide β-CN (1–25) in a β-casein digest by adding iron: characterization by liquid chromatography with on-line electrospray-ionization mass spectrometric detection. Journal of Chromatography B 664 193–200Google Scholar
Hornbeck, P 1991 Enzyme-Linked Immunosorbent Assays. In Current Protocols in Immunology, pp. 2.1.1–2.1.22 (Eds Coligan, JE, Kruisbeek, AM, Margulies, DH, Shevach, EM & Strober, W). John Wiley & Sons, Inc., Hoboken, NJ, USAGoogle Scholar
Jiang, B & Mine, Y 2000 Preparation of novel functional oligophosphopeptides from hen egg yolk phosvitin. Journal of Agricultural and Food Chemistry 48 990–994CrossRefGoogle ScholarPubMed
Johansson, A, Lugand, D, Rolet-Répécaud, O, Mollé, D, Delage, MM, Peltre, G, Marchesseau, S, Léonil, J & Dupont, D 2009 Epitope characterization of a spramolecular protein assembly with a collection of monoclonal antibodies: the case of casein micelle. Molecular Immunology 46 1058–1066Google Scholar
Kaneko, T, Kurisaki, J, Mizumachi, K & Ishiguro, Y 1995 3A-3a: production of mouse monoclonal antibodies against bovine β-casein phosphopeptide. In The 49th Annual Assembly of Japanese Society of Nutrition and Food Science, Gifu, Japan, p. 126Google Scholar
Kuzmanoff, KM, Andersen, J & Beattie, CW 1991 Isolation and characterization of monoclonal antibodies monospecific for bovine α-casein and β-casein. Journal of Dairy Science 74 803–810Google Scholar
López-Huertas, E, Teucher, B, Boza, JJ, Martínez-Férez, A, Majsak-Newman, G, Baró, L, Carrero, JJ, González-Santiago, M, Fonollá, J & Fairweather-Tait, S 2006 Absorption of calcium from milks enriched with fructo-oligosaccharides, caseinophosphopeptides, tricalcium phosphate, and milk solids. American Journal of Clinical Nutrition 83 310–316Google Scholar
Lund, M & Ardö, Y 2004 Purification and identification of water-soluble phosphorpeptides from cheese using Fe (ΙΙΙ) affinity chromatography and mass spectrometry. Journal of Agricultural and Food Chemistry 52 6616–6622CrossRefGoogle Scholar
Manson, W & Annan, WD 1971 The structure of a phosphopeptide derived from β-casein. Archives of Biochemistry and Biophysics 145 16–26CrossRefGoogle Scholar
Meisel, H, Bernard, H, Fairweather-Tait, S, FitzGerald, RJ, Hartmann, R, Lane, CN, McDonagh, D, Teucher, B & Wal, JM 2003 Detection of caseinophosphopeptides in the distal ileostomy fluid of human subjects. British Journal of Nutrition 89 351–358Google Scholar
Miquel, E, Alegria, A, Barbera, R & Farre, R 2005 Speciation analysis of calcium, iron, and zinc in casein phosphopeptide fractions from toddler milk-based formula by anion exchange and reversed-phase high-performance liquid chromatography-mass spectrometry/flame atomic-absorption spectroscopy. Analytical and Bioanalytical Chemistry 381 1082–1088Google Scholar
Morgan, MV, Adams, GG, Bailey, DL, Tsao, CE & Reynolds, EC 2008 The anticariogenic effects of sugar-free gum containing CPP-ACP nanocomplexes on approximal caries determined using digital bitewing radiography. Caries Research 42 171–184Google Scholar
Nagaune, S, Kaminogawa, S, Enomoto, A, Kobayashi, T, Kurisaki, J & Yamaguch, K 1988 Preparation of anti-bovine β-casein monoclonal antibody and analysis of the interaction between the antibody and β-casein fragment. Agricultural and Biological Chemistry 52 2577–2581Google Scholar
Narva, M, Kärkkäinen, M, Poussa, T, Lamberg-Allardt, C & Korpela, R 2003 Caseinphosphopeptides in milk and fermented milk do not affect calcium metabolism acutely in postmenopausal women. Journal of the American College of Nutrition 22 88–93Google Scholar
Negroni, L, Claverol, S, Rosenbaum, J, Chevet, E, Bonneu, M & Schmitter, JM 2012 Comparison of IMAC and MOAC for phosphopeptide enrichment by column chromatography. Journal of Chromatography B 891–892 109–112Google Scholar
Otani, H, Higashiyama, S & Tokita, F 1984 Studies on the antigenic structure of bovine β-casein IV. Antigenic activities of peptides obtained by cyanogen bromide cleavage of 94–209 region. Milchwissenschaft 39 469–472Google Scholar
Otani, H, Mine, Y & Hosono, A 1987 Studies on the antigenic structure of bovine β-casein. V. Antigenic activities of some peptides derived from residues 1–93. Milchwissenschaft 42 505–508Google Scholar
Oudshoorn, P, Hiemstra, P, Hessing, M, Rutten, G, Visser, S & Simons, G 1994 Preparation and characterization of monoclonal antibodies directed against bovine β-casein. International Dairy Journal 4 671–678CrossRefGoogle Scholar
Pérès, JM, Bouhallab, S, Petit, C, Bureau, F, Maubois, JL, Arhan, P & Bougle, D 1998 Improvement of zinc intestinal absorption and reduction of zinc/iron interaction using metal bound to the caseinophosphopeptide 1–25 of beta-casein. Reproduction Nutrition Development 38 465–472CrossRefGoogle Scholar
Perich, JW, Black, CL, Huq, L & Reynolds, EC 1999 Epitope analysis of the multiphosphorylated peptide αs1-casein (59–79). Journal of Peptide Science 5 221–233Google Scholar
Phelan, M, Aherne, A, FitzGerald, RJ & O'Brien, NM 2009 Casein-derived bioactive peptides: biological effects, industrial uses, safety aspects and regulatory status. International Dairy Journal 19 643–654Google Scholar
Pizzano, R, Nicolai, MA, Padovano, P, Ferranti, P, Barone, F & Addeo, F 2000 Immunochemical evaluation of bovine β-casein and its 1–28 phosphopeptide in cheese during ripening. Journal of Agriculture and Food Chemistry 48 4555–4560Google Scholar
Reynolds, EC 1997 Remineralization of enamel subsurface lesions by casein phosphopeptide-stabilized calcium phosphate solutions. Journal of Dental Research 76 1587–1595Google Scholar
Reynolds, EC 1998 Anticariogenic complexes of amorphous calcium phosphate stabilized by casein phosphopeptides: A review. Special Care in Dentistry 18 8–16Google Scholar
Reynolds, EC, Riley, PF & Adamson, NJ 1994 A selective precipitation purification procedure for multiple phosphoseryl-containing peptides and methods for their identification. Analytical Biochemistry 217 277–284Google Scholar
Reynolds, EC, Cain, CJ, Webber, FL, Black, CL, Riley, PF, Johnson, IH & Perich, JW 1995 Anticariogenicity of calcium phosphate complexes of tryptic casein phosphopeptides in rat. Journal of Dental Research 74 1272–1279CrossRefGoogle Scholar
Reynolds, EC, Cai, F, Shen, P & Walker, GD 2003 Retention in plaque and remineralization of enamel lesions by various forms of calcium in a mouthrinse or sugar-free chewing gum. Journal of Dental Research 82 206–211Google Scholar
Saito, Y, Lee, YS & Kimura, S 1998 Minimum effective dose of casein phosphopeptides (CPP) for enhancement of calcium absorption in growing rats. International Journal for Vitamin and Nutrition Research 68 335–340Google Scholar
Scholz-Ahrens, KE & Schrezenmeir, J 2000 Effects of bioactive substances in milk on mineral and trace element metabolism with special reference to casein phosphopeptides. British Journal of Nutrition 84(suppl. 1) S147–S153Google Scholar
Senocq, D, Dupont, D, Rolet-Répécaud, O & Levieux, D 2001 Monoclonal antibodies against bovine β-casein: production and epitope characterization. Food and Agricultural Immunology 13 213–224Google Scholar
Shah, NP 2000 Effects of milk-derived bioactives: an overview. British Journal of Nutrition 84(suppl. 1) S3–S10Google Scholar
Silva, SV & Malcata, FX 2005 Caseins as source of bioactive peptides. International Dairy Journal 15 1–15CrossRefGoogle Scholar
Teucher, B, Majsak-Newman, G, Dainty, JR, McDonagh, D, FitzGerald, RJ & Fairweather-Tait, SJ 2006 Calcium absorption is not increased by caseinophosphopeptides. American Journal of Clinical Nutrition 84 162–166Google Scholar
Tsuchita, H, Goto, T, Shimizu, T, Yonehara, Y & Kuwata, T 1995 Dietary casein phosphopeptides prevent bone loss in aged ovariectomized rats. Journal of Nutrition 126 86–93Google Scholar
Walker, G, Cai, F, Shen, P, Reynolds, C, Ward, B, Fone, C, Honda, S, Koganei, M, Oda, M & Reynolds, EC 2006 Increased remineralization of tooth enamel by milk containing added casein phosphopeptide-amorphous calcium phosphate. Journal of Dairy Research 73 74–78Google Scholar
Walker, G, Cai, F, Shen, P, Bailey, DL, Yuan, Y, Cochrane, NJ, Reynolds, C & Reynolds, EC 2009 Consumption of milk with added casein phosphopeptide-amorphous calcium phosphate remineralizes enamel subsurface lesions in situ. Australian Dental Journal 54 245–249Google Scholar