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Milk Protein Hydrolysates and Bioactive Peptides

  • Chapter
Advanced Dairy Chemistry—1 Proteins

Abstract

The basic function of milk proteins has long been thought to be that of providing nitrogen and essential amino acids for young mammals (Hambræus, 1992). In addition, intact milk proteins have a range of biological activities, e.g., itnmunoglobulins have an immunoprotective effect, lactoferrin displays antibacterial activity while low concentrations of growth factors and hormones, mainly present in colostrum, appear to play a significant role in post-natal development (Schanbacher et al., 1998). Milk proteins also contain a large range of bioactive peptide sequences which are encrypted within their primary structures (Table 14.1, Meisel, 1998). These include opioid agonist and antagonist peptides, potential hypotensive peptides which inhibit angiotensin-I-converting enzyme (ACE), mineral binding, immunomodulatory, antibacterial and antithrombotic peptides (FitzGerald, 1998; Meisel, 1998; Schanbacher et al., 1998; Takano, 1998; Tomé and Debabbi, 1998; Meisel and Bockelmann, 1999).

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REFERENCES

  • Abubakar, A., Saito, T., Kitazawa, H., Kawai, Y. and Itoh, T. (1998) Structural analysis of new antihypertensive peptides derived from cheese whey protein by proteinase K digestion. J. Dairy Sci., 81, 3131–8.

    CAS  Google Scholar 

  • Adamson, N.J. and Reynolds, E.G. (1995) Characterisation of tryptic casein phosphopeptides prepared under industrially relevant conditions. Biotech. Bioeng., 45, 196–204.

    CAS  Google Scholar 

  • Antila, P., Paakkari, I., Järvinen, A., Mattila, M.J., Laukkanen, M., Pihlanto-Leppälä, A., Mänstsälä, P. and Hellman, J. (1991) Opioid peptides derived from in-vitro proteolysis of bovine whey proteins. Int. Dairy J., 1, 215–29.

    CAS  Google Scholar 

  • Bellamy, W., Takase, M., Yamauchi, K., Kawase, K., Shimamura, S. and Tomita, M. (1992) Identification of the bactericidal domain of lactoferrin. Biochim. Biophys. Acta, 1121, 130–6.

    CAS  Google Scholar 

  • Bellamy, W., Wakabayashi, H., Takase, M., Kawase, K., Shimamura, S. and Tomota, M. (1993) Role of cell-binding in the antibacterial mechanism of lactoferricin B. J. Appl. Bacteriol., 75, 478–84.

    CAS  Google Scholar 

  • Berrocal, R., Chanton, S., Juillerat, M.A., Pavillard, B., Scherz, J.-C. and Jost, R. (1989) Tryptic phosphopeptides from whole casein: II. Physicochemical properties related to the solubilisation of calcium. J. Dairy Res., 56, 335–41.

    CAS  Google Scholar 

  • Bouchier, P., FitzGerald, R.J. and O’Cuinn, G. (1999) Hydrolysis of αs1-and β-casein-derived peptides with a broad specificity aminopeptidase and with proline specific aminopeptidases from Lactococcus lactis spp. cremoris AM2. FEBS Lett., 445, 321–4.

    CAS  Google Scholar 

  • Bouhallab, S., Mollé, D. and Léonil, J. (1992) Tryptic hydrolysis of caseinomacro-peptide in a membrane reactor, preparation of bioactive peptides. Biotechnol. Lett., 14, 805–10.

    CAS  Google Scholar 

  • Brandsch, M., Brust, P., Neubert, K. and Ermisch, A. (1994) β-Casomorphins-chemical signals of intestinal transport systems, in, β-Casomorphins and Related Peptides: Recent Developments, (V. Brantl and H. Teschemacher eds.) VCH, Weinheim, pp. 207–19.

    Google Scholar 

  • Brantl, V., Teschemacher, H., Bläsig, J., Henschen, A. and Lottspeich, F. (1981) Opioid activities of β-casomorphins. Life Sci., 28, 1903–9.

    CAS  Google Scholar 

  • Brulé, G., Roger, L., Fauquant, J. and Piot, M. (1989) Casein phosphopeptide composition. US Patent, 4,816.398.

    Google Scholar 

  • Bruneval, P., Hinglais, N. and Alhenc-Gelas, F. (1986) Angiotensin I converting enzyme in human intestine and kidney. Ultrastructural immunohistochemical localization. Histochem., 86, 73–80.

    Google Scholar 

  • Carnie, J., Minter, S., Oliver, S., Perra, F. and Metzlaff, M. (1989) Nutritional compositions containing β-casomorphins. UK Patent Application GB 2214810 A.

    Google Scholar 

  • Chabance, B., Joliès, P., Izquierdo, C., Mazoyer, E., Francoual, C., Drouet, L. and Fiat, A.-M. (1995) Characterisation of an antithrombotic peptide from κ-casein in newborn plasma after milk ingestion. Br. J. Nutr., 73, 583–90.

    CAS  Google Scholar 

  • Chabance, B., Marteau, P., Rambaud, J.C., Migliore-Samour, D., Boynard, M., Perrotin, P., Guillet, R., Joliès, P. and Fiat, A.-M. (1998) Casein peptide release and passage to the blood in humans during digestion of milk or yoghurt. Biochimie, 80, 155–65.

    CAS  Google Scholar 

  • Chang, K.J., Killian, A., Hazum, E. and Cuatrecasas, P. (1981) Morphiceptin: A potent and specific agonist for morphine (μ) receptors. Science, 212, 75–7.

    CAS  Google Scholar 

  • Chang, K.J., Fu Su, Y., Brent, D.A. and Chang, J.-K. (1985) Isolation of a specific μ-opiate receptor peptide, morphiceptin, from an enzymatic digest of milk proteins. J. Biol. Chem., 260, 9706–12.

    CAS  Google Scholar 

  • Cheung, H.-S., Feng-Lai, W., Ondetti, M.A., Sabo, E.F. and Cushman, D.W. (1980) Binding of peptide substrates and inhibitors of angiotensin-converting-enyzme. J. Biol. Chem., 255, 401–7.

    CAS  Google Scholar 

  • Chiba, H. and Yoshikawa, M. (1986) Biologically functional peptides from food proteins: New opioid peptides from milk proteins, in Protein Tailoring for Food and Medical Uses, (R.E. Feeney and J.R. Whitaker eds.) Marcel Dekker Inc., New York, pp. 123–53.

    Google Scholar 

  • Chiba, H., Tani, F. and Yoshikawa, M. (1989) Opioid antagonist peptides derived from κ-casein. J. Dairy Res., 56, 363–6.

    CAS  Google Scholar 

  • Chiba, H. and Yoshikawa, M. (1991) Bioactive peptides derived from food proteins. Kagaku to Seibutsu., 29, 454–8.

    CAS  Google Scholar 

  • Coste, M., Rochet, V., Léonil, J., Mollé, D., Bouhallab, B. and Tomé, D. (1992) Identification of the C-terminal peptides of bovine β-casein that enhance proliferation of rat lymphocytes. Immunol. Lett., 33, 41–6.

    CAS  Google Scholar 

  • Daniel, H., Vohwinkel, M. and Rehner, G. (1990a) Effect of casein and β-casomorphins on gastrointestinal motility in rats. J. Nutr., 120, 252–7.

    CAS  Google Scholar 

  • Daniel, H., Wessendorf, A., Vohwinkel, M. and Brantl, V. (1990b) Effect of D-Ala2.4Tyr5-β-casomorphin-5-amide on gastrointestinal functions, in β-Casomorphins and Related Peptides, (F. Nyberg and V. Brantl eds.) Fyris-Tryck AB, Uppsala, pp. 95–104.

    Google Scholar 

  • Dionysius, D.A. and Milne, J.M. (1998) Antibacterial peptides of bovine lactoferrin: purification and characterizaton. J. Dairy Sci., 80, 667–74.

    Google Scholar 

  • Elitsur, Y. and Luk, G.D. (1991) β-Casomorphin (BCM) and human colonic lamina propria lymphocyte proliferation. Clin. Exper. Immunol., 85, 493–97.

    CAS  Google Scholar 

  • Ellegård, K.H., Gammelgård-Larsen, C., Sørensen, E.S. and Fedosov, S. (1999) Process scale Chromatographic isolation, characterisation and identification of tryptic bioactive casein phosphopeptides. Int. Dairy. J., 9, 639–52.

    Google Scholar 

  • Fiat, A.-M. and Joliès, P. (1989) Caseins of various origins and biologically active casein peptides and oligosaccharides: structural and physiological aspects. Mol. Cell. Biochem., 87, 5–30.

    CAS  Google Scholar 

  • Fiat, A.-M., Migliore-Samour, D., Joliès, P., Drouet, L., Collier, C. and Caen, J. (1993) Biologically active peptides from milk proteins with emphasis on two examples concerning antithrombotic and immunomodulating activities. J. Dairy Res., 76, 301–10.

    CAS  Google Scholar 

  • FitzGerald, R.J. (1998) Potential uses of caseinophosphopeptides. Int. Dairy J., 8, 451–7.

    CAS  Google Scholar 

  • FitzGerald, R.J. and Meisel, H. (1999) Lactokinins: Whey protein-derived ACE inhibitory peptides. Nahrung., 43, 165–7.

    CAS  Google Scholar 

  • FitzGerald, R.J. and Meisel, H. (2000) Milk protein — derived peptide inhibitors of angiotensin-I-converting enzyme. Br. J. Nutr., 84(SI), 33–7.

    Google Scholar 

  • FitzGerald, R.J., Smyth, M., McDonagh, D. and Slattery H. (1996) Applications of milk protein hydrolysates, in Proceedings 3rd Food Ingredients Symposium, (M.K. Keogh ed.) Teagasc, Dublin, pp. 76–86.

    Google Scholar 

  • Goepfert, A. and Meisel, H. (1996) Semi-preparative isolation of phosphopeptides derived from casein and dephosphorylation of casein phosphopeptides. Nahrung., 40, 245–8.

    CAS  Google Scholar 

  • Hadden, J.W. (1991) Immunotherapy of human immunodeficiency virus infection. Trends Pharm. Sci., 12, 107–11.

    CAS  Google Scholar 

  • Haileselassie, S.S., Lee, B.H. and Gibbs B.F. (1999) Purification and identification of potentially bioactive peptides from enzyme-modified cheese. J. Dairy Sci., 82, 1612–7.

    CAS  Google Scholar 

  • Hambræus, L. (1992) Nutritional aspects of milk proteins, in Advanced Dairy Chemistry-1. Proteins, 2nd edn., (P.F. Fox ed.) Elsevier Applied Science, London, pp. 57–90.

    Google Scholar 

  • Hamel, U., Kielwein, G. and Teschemacher, H. (1985) β-Casomorphin immunoreactive materials in cow’s milk incubated with various bacterial species. J. Dairy Res., 52, 139–48.

    CAS  Google Scholar 

  • Hansen, M., Sandstöm, B., Jensen, M. and Sörensen, S.S. (1997) Casein phosphopeptides improve zinc and calcium absorption from rice-based but not from whole grain infant cereal. J. Pediatr. Gastroenterol. Nutr., 24, 56–62.

    CAS  Google Scholar 

  • Hata, Y., Yamamoto, M., Ohni, M., Nakajima, K., Nakamura, Y. and Takano, T. (1996) A placebo-controlled study of the effect of sour milk on blood pressure in hypertensive subjects. Am. J. Clin, Nutr., 64, 767–71.

    CAS  Google Scholar 

  • Hata, I., Higashiyama, S. and Otani, H. (1998) Identification of a phosphopeptide in bovine αs1-casein digest as a factor influencing proliferation and immunoglobulin production in lymphocyte cultures. J. Dairy Res., 65, 569–79.

    CAS  Google Scholar 

  • Hata, I., Ueda, J. and Otani, H. (1999) Immunostimulatory action of commercially available casein phosphopeptide preparations, CPP-III, in cell cultures. Milchwisswenchaft, 1, 3–7.

    Google Scholar 

  • Höllt, V. (1983) Multiple endogenous opioid peptides. Trends Neurosci., 6, 24–6.

    Google Scholar 

  • Johnston, C.I. (1992) Renin-angiotensin system: a dual tissue and hormonal system for cardiovascular control. J. Hyperten., 10, S13–26.

    CAS  Google Scholar 

  • Joliès, P., Parker, F., Floc’h, F., Migliore, D., Alliel, P., Zerial, A. and Werner, G.G. (1981) Immunostimulating substances from human casein. J. Pharmacol., 3, 363–9.

    Google Scholar 

  • Joliès, P., Lévy-Toledano, S., Fiat, A.-M., Soria, C., Gillessen, D., Thomaidis, A., Dunn, F.W. and Caen, J.B. (1986) Analogy between fibrinogen and casein. Eur. J. Biochem., 158, 379–84.

    Google Scholar 

  • Juillard, V., Laan, H., Kunji, E.R.S., Jeronimus-Stratingh, C.M., Bruins, A.P. and Konings, W.N. (1995) The extracellular Pi-type proteinase of Lactococcus lactis hydrolyzes β-casein into more than one hundred different oligopeptides. J. Bacterial., 177, 3472–8.

    CAS  Google Scholar 

  • Juillerat, M.A., Baechler, R., Berrocal, R., Chanton, S., Scherz, J.-C. and Jost, R. (1989) Tryptic phosphopeptides from whole casein I; Preparation and analysis by FPLC. J. Dairy Res., 56, 603–11.

    CAS  Google Scholar 

  • Kampa, M., Loukas, S., Hatzoglou, A., Daminaki, A., Martin, P.M. and Castanas, E. (1997) Opioid alkaloids and casomorphin peptides decrease the proliferation of prostatic cancer cell lines (LNCaP, PC3 and DU145) through partial interaction with opioid receptors. Eur. J. Pharmacol., 335, 255–65.

    CAS  Google Scholar 

  • Kang, J.H., Lee, M.K., Kim, K.L. and Hahm, K.S. (1996) Structure biological activity relationship of 11-residue highly basic peptide segment of bovine lactoferrin. Int. J. Pep. Prot. Res., 48, 357–63.

    CAS  Google Scholar 

  • Karaki, H., Doi, K., Sugano, S., Uchiya, H., Sugai, R., Murakami, U. and Takemoto, S. (1990) Antihypertensive effect of tryptic hydrolysate of milk casein in spontaneously hypertensive rats. Comp. Biochem. Physiol., 96, 367–71.

    CAS  Google Scholar 

  • Kasai, T., Honda, T. and Kiriyama, S. (1992) Caseinophosphopeptides (CPP) in faeces of rats fed a casein diet. Biosci. Biotechnol. Biochem., 56, 1150–1.

    CAS  Google Scholar 

  • Kayser, H. and Meisel, H. (1996) Stimulation of human peripheral blood lymphocytes by bioactive peptides derived from bovine milk proteins. FEBS Lett., 383, 18–20.

    CAS  Google Scholar 

  • Kitts, D.D. and Yuan, Y.V. (1992) Caseinophosphopeptides and calcium bioavailability. Trends Food Sci. Technol., 3, 31–5.

    CAS  Google Scholar 

  • Koide, H., Ito, K., Miyamoto, M. and Nishino, H. (1980) Effect of long-term blockade of angiotensin-converting enzyme with captopril (SQ 14 22S) on haemodynamics and circulating blood volume in SHR. Hypertension, 2, 229–303.

    Google Scholar 

  • Koide, K., Itoyama, K., Fukushima, T., Miyazawa, F. and Kuwata, T. (1991) Method for separation and concentration of phosphopeptides. European Patent Application EP, 0 443 718 A2.

    Google Scholar 

  • Kunst, A. (1990) Process to isolate phosphopeptides. European Patent Application EP 0 476 199 Al.

    Google Scholar 

  • Lahov, E. and Regelson, W. (1996) Antibacterial and immunostimulating caseinderived substances from milk: casesidin, isracidin peptides. Food Chem. Toxicol., 34, 131–45.

    CAS  Google Scholar 

  • Lihme, A.O.F., Aagesen, M.I., Gamalgard-Larsen, C. and Ellegard, K.H. (1994) Method for isolating biomolecules by ion exchange. World Patent WO 94/06822.

    Google Scholar 

  • Loukas, S., Varoucha, D., Zioudrou, C., Streaty, R.A. and Klee, W.A. (1983) Opioid activities and structures of α-casein-dervied exorphins. Biochem., 22, 4567–73.

    CAS  Google Scholar 

  • Maeno, M., Yamamoto, N. and Takano T. (1996) Identification of antihypertensive peptides from casein hydrolysate produced by a proteinase from Lactobacillus helveticus CP790. J. Dairy Sci., 73, 1316–21.

    Google Scholar 

  • Manson, W. and Annan, W.D. (1971) The structure of a phosphopeptide derived from β-casein. Arch. Biochem. Biophys., 145, 16–26.

    CAS  Google Scholar 

  • Maruyama, S. and Suzuki, H. (1982) A peptide inhibitor of angiotensin-I-converting enzyme in the tryptic hydrolysate of casein. Agric. Biol. Chem., 46, 1393–94.

    CAS  Google Scholar 

  • Maruyama, S., Nakagomi, K., Tomizuka, N. and Suzuki, H. (1985) Angiotensin I-converting enzyme inhibitor derived from an enzymatic hydrolysate of casein. II. Isolation and bradykinin-potentiating activity on the uterus and the ileum of rats. Agric. Biol. Chem., 49, 1405–9.

    CAS  Google Scholar 

  • Maruyama, S., Mitachi, H., Tanaka, H., Tomizuka, N. and Suzuki, H. (1987a) Studies on the active site and antihypertensive activity of angiotensin I-converting enzyme inhibitors derived from casern. Agric. Biol. Chem., 51, 1581–6.

    CAS  Google Scholar 

  • Maruyama S., Mitachi, H., Awaya, J., Kurono, M., Tomizika, N. and Suzuki H. (1987b) Angiotensin I converting enzyme inhibitory activity of the C-terminal hexapeptide of αs1-casein. Agric. Biol. Chem., 51, 2557–61.

    CAS  Google Scholar 

  • McDonagh, D. and FitzGerald, R.J. (1998) Production of caseinophosphopeptides (CPPs) from sodium caseinate using a range of commercial protease preparations. Int. Dairy J., 8, 39–45.

    CAS  Google Scholar 

  • Meisel, H. (1986) Chemical characterisation and opioid activity of an exorphin isolated from in vivo digests of casein. FEBS Lett., 196, 223–7.

    CAS  Google Scholar 

  • Meisel, H. (1993) Casokinins as inhibitors of angiotensin-I-converting enzyme, in New Perspectives in Infant Nutrition, (G. Sawatski and B. Renner eds.) Thieme, Stuttgart, pp. 153–9.

    Google Scholar 

  • Meisel, H. and Frister, H. (1988) Chemical characterization of a caseinophosphopeptide isolated from in vivo digests of a casein diet. Biol. Chem. Hoppe-Seyler, 369, 1275–9.

    CAS  Google Scholar 

  • Meisel, H. and Frister, H. (1989) Chemical characterization of bioactive peptides from in vivo digests of casein. J. Dairy Res., 56, 343–9.

    CAS  Google Scholar 

  • Meisel, H. (1994) Antibodies from egg yolk of immunised hens against a bioactive caseinophosphopeptide (β-casokinin-10). Biol. Chem. Hoppe-Seyler, 375, 401–5.

    CAS  Google Scholar 

  • Meisel, H. and Schlimme, E. (1994) Inhibitors of angiotensin-converting-enzyme derived from bovine casein (casokinins), in, β-Casomorphins and Related Peptides: Recent developments, (V. Brantl and H. Teschemacher eds.) VCH, Weinheim, pp. 27–33.

    Google Scholar 

  • Meisel, H. (1997) Biochemical properties of bioactive peptides derived from milk proteins: potential nutraceuticals for food and pharmacological applications. Liv. Prod. Sci., 50, 125–38.

    Google Scholar 

  • Meisel, H., Goepfert, A. and Gönther, S. (1997) Occurrence of ACE inhibitory peptides in milk products. Milchwissenschaft, 52, 307–11.

    CAS  Google Scholar 

  • Meisel, H. (1998) Overview of milk protein-derived peptides. Int. Dairy J., 8, 363–73.

    CAS  Google Scholar 

  • Meisel, H. and Bockelmann, W. (1999) Bioactive peptides encrypted in milk proteins: proteolytic activation and trophofunctional properties. Ant. van Leeuwen., 76, 207–15.

    CAS  Google Scholar 

  • Meisel, H. and FitzGerald, R.J. (2000) Opioid peptides encrypted in intact milk protein sequences. Br. J. Nutr., 84(S1), 27–31.

    Google Scholar 

  • Meisel, H., Bernard, H., Fairweather-Tait, S., FitzGerald, R.J., Hartmann, R., Lane, C.N., McDonagh, D., Teucher, B. and Wal, J.-M. (2001) Nutraceutical and functional food ingredients for food and pharmaceutical applications. Br. J. Nutr. 85, 635 (1 page).

    CAS  Google Scholar 

  • Migliore-Samour, D., FlocTi, F. and Joliès, P. (1989) Biologically active casein peptides implicated in immunomodulation. J. Dairy Res., 56, 357–62.

    CAS  Google Scholar 

  • Muehlenkamp, M.R. and Warthesen, J.J. (1996) β-Casomorphins: analysis in cheese and susceptibility to proteolytic enzymes from Lactococcus lactis ssp. cremoris. J. Dairy Sci., 79, 20–6.

    CAS  Google Scholar 

  • Mullally, M.M., O’Callaghan, D.M., FitzGerald, R.J., Donnelly, W.J. and Dalton, J.P. (1994) Proteolytic and peptidolytic activities in commercial pancreatic proteinase preparations and their relationship to some whey protein hydrolysate characterisitics. J. Agric. Food Chem., 42, 2973–81.

    CAS  Google Scholar 

  • Mullally, M.M., Meisel, H. and FitzGerald, R.J. (1996) Synthetic peptides corresponding to α-lactalbumin and β-lactoglobulin sequences with angiotensin-I-converting enzyme inhibitory activity. Biol. Chem. Hoppe-Seyler, 377, 259–60.

    CAS  Google Scholar 

  • Mullally, M.M., Meisel, H. and FitzGerald, R.J. (1997a) Identification of a novel angiotensin-I-converting enzyme inhibitory peptide corresponding to a tryptic digest of bovine β-lactoglobulin. FEBS Lett., 402, 99–101.

    CAS  Google Scholar 

  • Mullally, M.M., Meisel, H. and FitzGerald, R.J. (1997b) Angiotensin-I-converting enzyme inhibitory activities of gastric and pancreatic proteinase digests of whey proteins. Int. Dairy J., 7, 299–303.

    CAS  Google Scholar 

  • Naito, H., Kawakami, A. and Inamura, T. (1972) In vivo formation of phosphopeptide with calcium-binding property in the small intestinal tract of the rat fed on casein. Agric. Biol. Chem., 36, 409–15.

    CAS  Google Scholar 

  • Nakamura, Y., Yamamoto, N., Sakai, K., Okubo, A., Yamazaki, S. and Takano, T. (1995) Purification and characterization of angiotensin I-converting enzyme inhibitors from a sour milk. J. Dairy Sci., 78, 777–83.

    CAS  Google Scholar 

  • Ondetti, M.A. and Cushman, D.W. (1982) Enzymes of the renin-angiotensin system and their inhibitors. Ann. Rev. Biochem., 51, 283–308.

    CAS  Google Scholar 

  • Park, O., Swaisgood, H.E. and Alien, J.C. (1998) Calcium binding of phosphopeptides derived from hydrolysis of αs1-casein or β-casein using immobilised enzymes. J. Dairy Sci., 81, 2850–57.

    CAS  Google Scholar 

  • Pihlanto-Leppällä, A., Antila, P., Mäntsälä, P. and Hellman, J. (1994) Opioid peptides produced by in vitro proteolysis of bovine caseins. Int. Dairy J., 4, 291–301.

    Google Scholar 

  • Pihlanto-Leppälä, A., Koskinen, P., Paakkari, I., Tupasela, T. and Korhonen, H. (1996) Opioid whey protein peptides obtained by membrane filtration, Bulletin 311, International Dairy Federation, Brussels, pp. 36–8.

    Google Scholar 

  • Pihlanto-Leppälä, A., Rokka, T. and Korhonen, H. (1998) Angiotensin I converting enzyme inhibitory peptides derived from bovine milk proteins. Int. Dairy J., 8, 325–31.

    Google Scholar 

  • Pihlanto-Leppälä, A., Marnila, P., Rokka, T., Korhonen, H. and Karp, M. (1999) The effect of α-lactalbumin and β-lactoglobulin hydrolysates on the metabolic activity of Escherichia coli JM103. J. Appl. Microbiol., 87, 540–5.

    Google Scholar 

  • Recio, I. and Visser, S. (1999) Two ion-exchange methods for the isolation of antibacterial peptides from lactoferrin — in situ enzymatic hydrolysis on an ionexchange membrane. J. Chromatogr., 831, 191–201.

    CAS  Google Scholar 

  • Reeves, R.E. and Latour, N.G. (1958) Calcium phosphate sequestering phosphopeptide from casein. Science, 128, 472. (1 page)

    CAS  Google Scholar 

  • Reynolds, E. (1987) Phosphopeptides. PCT Int. Patent Application WO 87/07615 Al.

    Google Scholar 

  • Reynolds, E.C. (1992) Production of phosphopeptides from casein. World Patent Application WO 92/18526.

    Google Scholar 

  • Reynolds, E.C. (1994) Anticariogenic Casein Phosphopeptides. Proc. 24th Int. Dairy Congr., Brief Communications Melbourne, Australia, p. 24 (abstr).

    Google Scholar 

  • Righetti, P.G., Nembri, F., Bossi, A. and Mortarino, M. (1997) Continuous enzymatic hydrolysis of beta-casein and isoelectric collection of some of the biologically active peptides in an electric field. Biotechnol. Prog., 13, 258–64.

    CAS  Google Scholar 

  • Rokka, T., Syvaoja, E.-L., Tuominen, J. and Korhonen, H. (1997) Release of bioactive peptides by enzymatic proteolysis of Lactobacillus GG fermented UHT-milk. Milchwissenschaft, 52, 675–8.

    CAS  Google Scholar 

  • Roudot-Algaron, F., Le Bars, D., Kerhoas, L., Einhorn, J. and Gripon, J.C. (1994) Phosphopeptides from Comte cheese: Nature and origin. J. Food Sci., 59, 544–7, 60.

    CAS  Google Scholar 

  • Sato, R., Noguchi, T. and Naito, H. (1983) The necessity for the phosphate portion of casein molecules to enhance Ca absorption from the small intestine. Agric. Biol. Chem., 47, 2415–7.

    CAS  Google Scholar 

  • Scanff, P., Yvon, M., Thirouin, S. and Pelissier, J.-P. (1992) Characterisation and kinetics of gastric emptying of peptides derived from milk proteins in the preruminant calf. J. Dairy Res., 59, 437–47.

    CAS  Google Scholar 

  • Schanbacher, F.L., Talhouk, R.S. and Murray, F.A. (1997) Biology and origin of bioactive peptides in milk. Liv. Prod. Sci., 50, 105–23.

    Google Scholar 

  • Schanbacher, F.L., Talhouk, R.S., Murray, F.A., Gherman, L.I. and Willett, L.B. (1998) Milk-borne bioactive peptides. Int. Dairy J., 8, 393–403.

    CAS  Google Scholar 

  • Shin, K., Yamauchi, K., Teraguchi, S., Hayasawa, H., Tomita, M., Otsuka, Y. and Yamazaki, S. (1998) Antibacterial activity of bovine lactoferrin and its peptides against enterohaemorragic E. coli O157:H7. Lett. Appl. Microbiol., 26, 407–11.

    CAS  Google Scholar 

  • Singh, T.K., Fox, P.F. and Healy, A. (1997) Isolation and identification of further peptides in the diafiltration retentate of the water soluble fraction of Cheddar cheese. J. Dairy Res., 64, 433–43.

    CAS  Google Scholar 

  • Smyth, M. and FitzGerald, R.J. (1998) Relationship between some characteristics of WPC hydrolysates, and the enzyme complement in commercially available proteinase preparations. Int. Dairy J., 8, 819–27.

    CAS  Google Scholar 

  • Suetsuna, K. and Osajima, K. (1989) Blood pressure reduction and vasodilatory effects in vivo of, peptides originating from sardine muscle (in Japanese). J. Jap. Soc. Nutr. Food Sci., 42, 47–54.

    CAS  Google Scholar 

  • Sutas, Y., Soppi, E., Korhonen, H., Syvaoja, E.-L., Saxelin, M., Rokka, T. and Isolauri, E. (1996) Suppression of lymphocyte proliferation in vitro by bovine caseins hydrolysed with Lactobacillus GG-derived enzymes. J. Allergy Clin. Immunol., 98, 216–24.

    CAS  Google Scholar 

  • Svedberg, J., de Haas, J., Leimenstoll, G., Paul, F. and Teschemacher, H. (1985) Demonstration of β-casomorphin immunoreactive materials in in vitro digests of bovine milk and in small intestine contents after bovine milk ingestion in adult humans. Peptides, 6, 825–30.

    CAS  Google Scholar 

  • Takano, T. (1998) Milk derived peptides and hypertension reduction. Int. Dairy J., 8, 375–81.

    CAS  Google Scholar 

  • Tani, F., Shiota, A., Chiba, H. and Yoshikawa, M. (1994) Serorphin, an opioid peptide derived from bovine serum albumin, in, β-Casomorphins and Related Peptides: Recent Developments. (V. Brantl and H. Teschemacher eds.) VCH, Weinheim, pp. 49–53.

    Google Scholar 

  • Teschemacher, H., Umbach, M., Hamel, U., Praetorius, K., Ahnert-Hilger, G., Brantl, V., Lottspeich, F. and Henschen, A. (1986) No evidence for the presence of β-casomorphins in human plasma after ingestion of cows’ milk or milk products. J. Dairy Res., 53, 135–8.

    CAS  Google Scholar 

  • Teschemacher, H. and Brantl, V. (1994) Milk protein derived atypical opioid peptides and related compounds with opioid antagonist activity, in, β-Casomorphins and Related Peptides: Recent Developments, (V. Brantl and H. Teschemacher eds.) VCH, Weinheim, pp. 3–17.

    Google Scholar 

  • Teschemacher, H., Koch, G. and Brantl, V. (1997) Milk protein-derived opioid receptor ligands. Biopoly., 43, 99–117.

    CAS  Google Scholar 

  • Tomé, D. and Debabbi, H. (1998) Physiological effects of milk protein components. Int. Dairy J., 8, 383–92.

    Google Scholar 

  • Tomé, D., Dumontier, A.M., Hautefeuille, M. and Desjeux, J.F. (1987) Opiate activity and transepithelial passage of intact β-casomorphins in rabbit ileum. Am. J. Physiol., 253, G737–44.

    Google Scholar 

  • Tomita, M., Bellamy, W., Takase, M., Yamauchi, K., Wakabayashi, H. and Kawase, K. (1991) Potent antibacterial peptides generated by pepsin digestion of bovine lactoferrin. J. Dairy Sci., 74, 4137–42.

    CAS  Google Scholar 

  • Tomita, M., Takase, M., Bellamy, W. and Shimämura, S. (1994) A review: the active peptide of lactoferrin. Acta Pediatr. Jpn., 36, 585–91.

    CAS  Google Scholar 

  • Umbach, M., Teschemacher, H., Praetorius, K., Hirschhauser, R., and Bostedt, H. (1985) Demonstration of a β-casomorphin immunoreactive material in the plasma of newborn calves after milk intake. Reg. Pep., 12, 223–30.

    CAS  Google Scholar 

  • West, D.W. (1986) Structure and function of the phosphorylated residues of casein. J. Dairy Res., 53, 333–52.

    CAS  Google Scholar 

  • Wyvratt, M.J. and Patchet, A.A. (1985) Recent developments in the design of angiotensin-converting enzyme inhibitors. Med. Res. Rev., 5, 485–531.

    Google Scholar 

  • Yamamoto, N., Akino, A. and Takano, T. (1994) Antihypertensive effects of peptides derived from casein by an extracellular proteinase from Lactobacillus helveticus CP790. J. Dairy Sci., 11, 917–22.

    Google Scholar 

  • Yamamoto, N. (1997) Antihypertensive peptides derived from food proteins. Biopoly., 43, 129–34.

    CAS  Google Scholar 

  • Yamamoto, N., Maeno, M. and Takano, T. (1999) Purification and characterisation of an antihypertensive peptide from yoghurt-like product fermented by Lactobacillus helveticus CPN4. J. Dairy Sci., 82, 1388–93.

    CAS  Google Scholar 

  • Yoshikawa, M., Tani, F., Yoshimura, T. and Chiba, H. (1986) Opioid peptides from milk proteins. Agric. Biol. Chem., 50, 2419–21.

    CAS  Google Scholar 

  • Yoshikawa, M., Tani, F., Shiota, H., Usui, H., Kurahashi, K. and Chiba, H. (1994) Casoxin D, an opioid antagonist/ileum-contracting/vasorelaxing peptide derived from human αs1-casein, in, β-Casomorphins and Related Peptides: Recent Developments, (V. Brantl and H. Teschemacher eds.) VCH, Weinheim, pp. 43–8.

    Google Scholar 

  • Ziodrou, C., Streaty, R.A. and Klee, W.A. (1979) Opioid peptides derived from food proteins. J. Biol. Chem., 254, 2446–9.

    Google Scholar 

  • Zucht, H.D., Raida, M., Andermann, K., Mägert, H.-J. and Forssman, W.G. (1995) Casocidin-I: a casein-αs2 derived peptide exhibits antibacterial activity. FEBS Lett., 372, 185–8.

    CAS  Google Scholar 

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Fitzgerald, R.J., Meisel, H. (2003). Milk Protein Hydrolysates and Bioactive Peptides. In: Fox, P.F., McSweeney, P.L.H. (eds) Advanced Dairy Chemistry—1 Proteins. Springer, Boston, MA. https://doi.org/10.1007/978-1-4419-8602-3_20

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