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Biologically active peptides in milk proteins

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Summary

Bioactive peptides have been identified as digestion products of several food proteins. All the bioactive sequences are hidden in an inactive state inside the polypeptide chain of the larger protein. Milk proteins are a rich source of biologically active peptides such as exorphins (casomorphins), phosphopeptides and immunopeptides. Such peptides are released during intestinal digestion of caseins and whey proteins. They may be involved in regulation of nutrient entry and influence the postprandial metabolism via stimulation of the secretion of hormones. Furthermore, they may exert a stimulating effect on the immune system. These findings offer new aspects for evaluating the nutritive value of food proteins. Moreover, bioactive peptides have already found interesting applications as dietary supplements and as pharmaceutical preparations.

Zusammenfassung

Bioaktive Peptide treten als Verdauungsprodukte verschiedener Nahrungsproteine auf. Alle bioaktiven Sequenzen liegen in inaktiver Form in der Primärstruktur des höhermolekularen Proteins vor. In Milchproteinen sind zahlreiche biologisch aktive Peptide enthalten, beispielsweise Exorphine (Casomorphine), Phosphopeptide und Immunopeptide. Solche Peptide können während der intestinalen Verdauung der Caseine und Molkenproteine freigesetzt werden. Die möglichen physiologischen Wirkungen bestehen in der Beteiligung an der Regulation der Nährstoffaufnahme sowie der Beeinflussung des postprandialen Stoffwechsels durch Stimulierung der Sekretion verschiedener Hormone. Außerdem können sie einen stimulierenden Effekt auf das Immunsystem ausüben. Diese Erkenntnisse bieten neue Aspekte zur Beurteilung der nutritiven Qualität von Nahrungsproteinen. Darüber hinaus ergeben sich für bioaktive Peptide sowohl diätetische als auch pharmazeutische Anwendungsmöglichkeiten.

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References

  1. Young VR, Pellet PL (1989) How to evaluate dietary protein. In: Barth C, Schlimme E (eds) Milk proteins: Nutritional, clinical, functional and technological aspects. Steinkopff, Darmstadt; Springer, New York, pp 7–36

    Chapter  Google Scholar 

  2. Friedrich M (1982) Die intestinale Phase der Peptidresorption. Die Nahrung 26:887–901

    Article  CAS  Google Scholar 

  3. Meisel H, Hagemeister H (1987) Postprandiale Proteolyse von Casein und Sojaprotein. Milchwissenschaft 42:153–158

    CAS  Google Scholar 

  4. Grimble GK, Silk DBA (1989) Milk protein and enteral and parenteral feeding in disease. In: Barth C, Schlimme E (eds) Milk proteins: Nutritional, clinical, functional and technological aspects. Steinkopff, Darmstadt; Springer, New York, pp 270–282

    Chapter  Google Scholar 

  5. Chiba H, Yoshikawa M (1986) Biologically functional peptides from food proteins: New opioid peptides from milk proteins. In: Feeney RE, Whitaker JR (eds.) Protein Tailoring for Food and Medical Uses. Marcel Dekker, Inc. New York, pp 123–153

    Google Scholar 

  6. Frister H, Hagemeister H, Meisel H, Schlimme E (1987) Postprandiale intestinale Proteolyse. In: Forschungsbericht Bundesanstalt für Milchforschung Kiel (EWG Nr. 282/84-26.1) Auffindung von neuen Maßstäben zur Bewertung von Milcheiweiß im Vergleich zu pflanzlichem Eiweiß, S 2–29

  7. Hagemeister H, Pfeuffer M, Scholz-Ahrens K-E, Barth C (1987) Metabolische Effekte. In: Forschungsbericht Bundesanstalt für Milchforschung Kiel (EWG Nr. 282/84-26.1) Auffindung von neuen Maßstäben zur Bewertung von Milcheiweiß im Vergleich zu pflanzlichem Eiweiß, S 34–56

  8. Meisel H (1986) Chemical characterization and opioid activity of an exorphin isolated from in vivo digests of casein. FEBS Lett 196:223–227

    Article  CAS  Google Scholar 

  9. Meisel H, Frister H (1988) Chemical characterization of a phosphopeptide isolated from in vivo digests of casein. In: Barth C, Schlimme E (eds) Milk proteins: Structural, functional, technological and clinical aspects. Steinkopff, Darmstadt; Springer, New York, pp 150–154

    Google Scholar 

  10. Meisel H, Frister H (1988) Chemical characterization of a caseinophosphopeptide isolated from in vivo digests of a casein diet. Biol Chem Hoppe-Seyler 369:1275–1279

    Article  CAS  Google Scholar 

  11. Meisel H, Frister H (1989) Chemical characterization of bioactive peptides from in vivo digests of casein. J Dairy Res 56:343–349

    Article  CAS  Google Scholar 

  12. Schlimme E, Meisel H, Frister H (1989) Bioactive sequences in milk proteins. In: Barth C, Schlimme E (eds) Milk proteins: Nutritional, clinical, functional and technological aspects. Steinkopff, Darmstadt; Springer, New York, pp 143–149

    Chapter  Google Scholar 

  13. Brantl V, Teschemacher H, Bläsig J, Henschen A, Lottspeich F (1979) Novel opioid peptides derived from casein (β-casomorphins). I. Isolation from bovine casein peptone. Hoppe-Seyler's Z Physiol Chem 360:1211–1216

    Article  CAS  Google Scholar 

  14. Brantl V, Teschemacher H, Bläsig J, Henschen A, Lottspeich F (1981) Opioid activities of β-casomorphins. Life Sci 28:1903–1909

    Article  CAS  Google Scholar 

  15. Brantl V, Pfeiffer A, Herz A, Henschen A, Lottspeich F (1982) Antinociceptive potencies of β-casomorphin analogs as compared to their affinities towards μ and σ opiate receptor sites in brain and periphery. Peptides 3:793–797

    Article  CAS  Google Scholar 

  16. Chang KJ, Su YF, Brent DA, Chang JK (1985) Isolation of a specific μ-opiate receptor peptide, morphiceptin, from an enzymatic digest of milk proteins. J Biol Chem 260:9706–9712

    CAS  Google Scholar 

  17. Henschen A, Lottspeich F, Brantl V, Teschemacher H (1979) Novel opioid peptides derived from casein (β-casomorphins). II. Structure of active components from bovine casein peptone. Hoppe-Seyler's Z Physiol Chem 360:1217–1224

    CAS  Google Scholar 

  18. Lottspeich F, Henschen A, Brantl V, Teschemacher H (1980) Novel opioid peptides derived from casein (β-casomorphin) III. Synthetic peptides corresponding to components from bovine casein peptone. Hoppe-Seyler's Z Physiol Chem 361:1835–1839

    Article  CAS  Google Scholar 

  19. Chang KJ, Killian A, Hazum E, Cuatrecasas JP (1981) Morphiceptin: A potent and specific agonist for morphine (μ) receptors. Science 212:75–77

    Article  CAS  Google Scholar 

  20. Chang KJ, Cuatrecasas JP, Wei ET, Chang JK (1982) Analgesic activity of intracerebroventricular administration of morphiceptin and β-casomorphins: Correlation with the morphine (μ) receptor binding affinity. Life Sci 30:1547–1551

    Article  CAS  Google Scholar 

  21. Hamel U, Kielwein G, Teschemacher H (1985) β-casomorphin immunoreactive materials in cow's milk incubated with various bacterial species. J Dairy Res 52:139–148

    Article  CAS  Google Scholar 

  22. Meisel H (1988) unpublished results

  23. Greenberg R, Groves ML, Dower HJ (1984) Human β-casein: Amino acid sequence and identification of phosphorylation sites. J Biol Chem 259:5132–5138

    CAS  Google Scholar 

  24. Parker F, Migliore-Samour D, Floc'h F, Zerial A, Werner GH, Joliès J, Casaretto M, Zahn H, Jollès P (1984) Immunostimulating hexapeptide from human casein: amino acid sequence, synthesis and biological properties. Eur J Biochem 145:677–682

    Article  CAS  Google Scholar 

  25. Migliore-Samour D, Floc'h F, Joliès P (1989) Biologically active casein peptides implicated in immunomodulation. J Dairy Res 56:357–362

    Article  CAS  Google Scholar 

  26. Reynolds E (1987) Phosphopeptides PCT International Patent Application WO 87/07615 A1

  27. Berrocal R, Chanton S, Juillerat MA, Pavillard B, Scherz JC, Jost R (1989) Tryptic phosphopeptides from whole casein. II. Physiochemical properties related to the solubilization of calcium. J Dairy Res 56:335–341

    Article  CAS  Google Scholar 

  28. Loukas S, Varoucha D, Zioudrou C, Streaty RA, Klee WA (1983) Opioid activities and structures of α-casein-derived exorphins. Biochemistry 22:4567–4573

    Article  CAS  Google Scholar 

  29. Chiba H, Tani F, Yoshikawa M (1989) Opioid antagonist peptides derived from χ-casein. J Dairy Res 56:363–366

    Article  CAS  Google Scholar 

  30. Chernikov MP, Stan EYA, Smirnova LI, Usacheva NT (1978) Die spezifische Bedeutung von Caseinen in der Ernährung. In: XX International Dairy Congress, Moskau, Vol E, pp 917–918

    Google Scholar 

  31. Aleinik ST, Stan EYA, Chernikov MP (1984) Glycopeptide obtained from ϰ-casein and its effect on protein assimilation. Vosprosy pitaniya 2:47–50

    Google Scholar 

  32. Morley JE, Levine AS, Yamada T, Gebhard RK, Prigge WF, Shater RB, Goetz FC, Silvis SE (1983) Effect of exorphins on gastrointestinal function, hormonal release, and appetite. Gastroenterology 84:1517–1523

    CAS  Google Scholar 

  33. Daniel H, Vohwinkel M, Brantl V (1988) β-Casomorphins: Opioide aus Casein als Modulatoren gastrointestinaler Funktionen. 1. Effekte auf die gastrointestinale Motilität. Ernährungsumschau 35:160

    Google Scholar 

  34. Schusdziarra V, Schick R, de la Fuente A, Holland A, Brantl V, Pfeiffer EF (1983) Effect of β-casomorphins on somatostatin release in dogs. Endocrinology 112:1948–1951

    Article  CAS  Google Scholar 

  35. Schusdziarra V, Schick R, de la Fuente A, Specht J, Klier M, Brantl V, Pfeiffer EF (1983) Effect of β-casomorphins and analogs on insulin release in dogs. Endocrinology 112:885–889

    Article  CAS  Google Scholar 

  36. Unger RH, Jpp E, Schusdziarra V, Orci L (1977) Hypothesis: Physiologic role of pancreatic somatostatin and the contribution of D-cell disorders to diabetes mellitus. Life Sci 20:2081–2086

    Article  CAS  Google Scholar 

  37. Schusdziarra V, Zyznar E, Rouiller D (1980) Splanchnic somatostatin: A hormonal regulator of nutrient homeostasis. Science 207:530–532

    Article  CAS  Google Scholar 

  38. Svedberg J, de Haas J, Leimenstoll G, Paul F, 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 6:825–830

    Article  CAS  Google Scholar 

  39. Umbach M, Teschemacher H, Praetorius K, Hirschhäuser R, Bostedt H (1985) Demonstration of a β-casomorphin immunoreactive material in the plasma of newborn calves after milk intake. Regulatory Peptides 12:223–230

    Article  CAS  Google Scholar 

  40. Mellander O (1963) Phosphopeptides: Chemical properties and their possible role in the intestinal absorption of metals. In: Wassermann RH (ed) The transfer of calcium and strontium across biological membranes. Academic Press, New York, London, pp 265–276

    Chapter  Google Scholar 

  41. Manson W, Annan WD (1971) The structure of a phosphopeptide derived from β-casein. Arch Biochem Biophs 145:16–26

    Article  CAS  Google Scholar 

  42. Sato R, Naguchi T, Naito H (1986) Casein phosphopeptide (CPP) enhance calcium absorption from the ligated segment of rat small intestine. J Nutr Sci Vitaminol 32:67–76

    Article  CAS  Google Scholar 

  43. Brule G, Roger L, Fauquant J, Piot M (1982) Phosphopeptides from caseinbased material U.S. Pat. 4:358–465

  44. Feund T, Bronner F (1975) Regulation of intestinal calcium-binding protein by calcium intake in the rat. Am J Physiol 228:861–869

    Google Scholar 

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  1. H. Meisel

    Present address: Federal Dairy Research Centre, Institute for Chemistry and Physics, Kiel, FRG

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  1. Federal Dairy Research Centre, Institute for Chemistry and Physics, Kiel, FRG

    H. Frister & E. Schlimme

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Meisel, H., Frister, H. & Schlimme, E. Biologically active peptides in milk proteins. Z Ernährungswiss 28, 267–278 (1989). https://doi.org/10.1007/BF02019390

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