Acylation of food proteins and hydrolysis by digestive enzymes: A review

Journal of Food Biochemistry

Volumn 22, Issue 4, 1998, Pages 331-345

  Ferjancic Biagini, A ^a   Giardina, T ^a   Puigserver, Antoine ^a  

^a AIX MARSEILLE UNIVERSITY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0039394019     PISSN: 01458884     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1745-4514.1998.tb00248.x     Document Type: Review

References (43)

1. ABOUMAHMOUD, R. and SAVELLO, P. 1990. Crosslinking of whey protein by transglutaminase. J. Dairy Sci. 73, 256-263.
2. BERCOVICI, D., GAERTNER, H.F. and PUIGSERVER, A. 1987. Trans-glutaminase-catalyzed incorporation of lysine oligomers into casein. J. Agric. Food Chem. 35, 301-304.
3. BRACHET, P., GAERTNER, H., TOME, D., DUMONTIER, A.-M., GUIDONI, A. and PUIGSERVER, A. 1991. Transport of N-α(or N-ε)-L-methionyl-L-lysine and acetylated derivatives across the rabbit intestinal epithelium. J. Nutr. Biochem. 2, 387-394.
4. CLARK, J.H. 1975. In Protein Nutritional Quality of Foods and Feeds, Part 2, (M. Friedman, ed.) Marcel Dekker, New York.
5. DRIESSEN, H.P.C., DE JONG, W.W., TESSER, G.I. and BLOEMENDAL, H. 1985. The mechanism of N-terminal acetylation of proteins. CRC Crit. Rev. Biochem. 18, 281-325.
6. DUTTON, A. and SINGER, S.J. 1975. Crosslinking and labeling of membrane proteins by transglutaminase-catalyzed reaction. Proc. Natl. Acad. Sci. U.S.A. 72, 2568-2571.
7. FEENEY, R.E. and WHITAKER, J.R. 1982. In Modifications of Proteins. Food, Nutritional, and Pharmacological Aspects, (R.E. Feeney and J.R. Whitaker, eds.) Advances in Chemistry Series 198. American Chemical Society, Washington, D.C.
8. FERJANCIC-BIAGINI, A., GIARDINA, T., REYNIER, M. and PUIGSERVER, A. 1997. Hog kidney and intestine aminoacylase-catalyzed acylation of L-methionine in aqueous media. Biocat. Biotransf. (In Press).
9. FERRACCI, H. and MAROUX, S. 1980. Rabbit intestinal aminopeptidase N. Purification and molecular properties. Biochim. Biophys. Acta 599, 448-463.
10. GADE, W. and BROWN, J.L. 1978. Purification and partial characterization of α-N-acylpeptide hydrolase from bovine liver. J. Biol. Chem. 253, 5012-5018.
11. GADE, W. and BROWN, J.L. 1981. Purification, characterization and possible function of α-N-acylamino acid hydrolase from bovine liver. Biochim. Biophys. Acta 662, 86-93.
12. GAERTNER, H.F. and PUIGSERVER, A.J. 1984. Covalent attachment of poly (L-methionine) to food proteins for nutritional and functional improvement. J. Agric. Food Chem. 32, 1371-1376.
13. GAERTNER, H., PUIGSERVER, A. and MAROUX, S. 1981. Hydrolysis of the isopeptide bond of ε-N-L-methionyl-L-lysine by intestinal aminopeptidase N. FEBS Lett. 133, 135-138.
14. GARD, D.L. and LAZARIDES, E. 1979. Specific fluorescent labeling of chicken myofibril Z-line proteins catalyzed by guinea pig liver transglutaminase. J. Cell. Biol. 81, 336-347.
15. GIARDINA, T., BIAGINI, A., DALLE ORE, F., FERRE, E., REYNIER, M. and PUIGSERVER, A. 1997. The hog intestinal mucosa acylase I: Subcellular localization, isolation, kinetic studies and biological function. Biochimie 79, 265-273.
16. GLAZER, A.N., BAR-ELI, A. and KATCHALSKI, E. 1962. Preparation and characterization of polytyrosyl trypsin. J. Biol. Chem. 237, 1832-1838.
17. GONEN, H., SCHWARTZ, A. L. and CIECHANOVER, A. 1991. Purification and characterization of a novel protein that is required for degradation of N-α-acetylated proteins by the ubiquitin system. J. Biol. Chem. 266, 19221-19231.
18. GRAY, G.M. and SANTIAGO, N.A. 1977. Intestinal surface amino-oligopeptidases. I. Isolation of two weight isomers and their subunits from rat brush border. J. Biol. Chem. 252, 4922-4928.
19. HEUCKEROTH, R.O. and GORDON, J.I. 1988. Protein acylation: the covalent attachment of lipid to protein. ISI Atlas of Science: Biochemistry 1, 261-267.
20. IKURA, K., KOMETANI, T., YOSHIKAWA, M., SASAKI, R. and CHIBA, H. 1980. Cross-linking of casein components by transglutaminase. Agric. Biol. Chem. 44, 1567-1573.
21. 64 in the reactive site of soybean trypsin inhibitor (Kunitz). Biochemistry 15, 1300-1309.
22. LI-CHAN, E., HELBIG, N., HOLBEK, E., CHAU, S. and NAKAI, S. 1979. Covalent attachment of lysine to wheat gluten for nutritional improvement. J. Agric. Food Chem. 27, 877-882.
23. MAROUX, S., LOUVARD, D. and BARATTI, J. 1973. The aminopeptidase from hog intestinal brush border. Biochim. Biophys. Acta 321, 282-295.
24. MOTOKI, M. and NIO, N. 1983. Cross-linking between different food proteins by transglutaminase. J. Food Sci. 48, 561-566.
25. MOTOKI, M., NIO, N. and TAKINAMI, K. 1984. Functional properties of food proteins polymerized by transglutaminase. Agric. Biol. Chem. 48, 1257-1261.
26. OKUMURA, K., IKURA, K., YOSHIKAWA, M., SASAKI, R. and CHIBA, H. 1984. Preparation of soluble-insoluble interconvertible enzymes: enzyme polymerized α-casein conjugates. Agric. Biol. Chem. 48, 2435-2440.
27. OKUMURA, K. and JAMIESON, G.A. 1976. Platelet glycocalicin. I. Orientation of glycoproteins of the human platelet surface. J. Biol. Chem. 251, 5944-5949.
28. PERSSON, B., FLINTA, C., VON HEIJNE, G. and JÖRNVALL, H. 1985. Structures of N-terminally acetylated proteins. Eur. J. Biochem. 152, 523-527.
29. PIENIAZEK, D., RAKOWSKA, M., SZKILLADZIOWA, W. and GRABAREK, Z. 1975. Estimation of available methionine and cysteine in proteins of food products by in vivo and in vitro methods. Br. J. Nutr. 34, 175-190.
30. PLESSING, A., SIEBERT, G., WISSLER, J.H., PUIGSERVER, A.J. and PFAENDER, P. 1982. Enzymatic cleavage of the ε-peptide bond in α-and ε-substituted glycyl-and phenylalanyl-lysine peptides. Hoppe-Seyler's Z. Physiol. Chem. 363, 279-293.
31. PUIGSERVER, A.J., GAERTNER, H.F., SEN, L.C., FEENEY, R.E. and WHITAKER, J.R. 1982. Covalent attachment of essential amino acids to proteins by chemical methods: Nutritional and functional significance. In Modification of Proteins. Food, Nutritional, and Pharmacological Aspects, (R.E. Feeney and J.R. Whitaker, eds.) pp. 149-167, Advances in Chemistry Series 198, American Chemical Society, Washington, D.C.
32. PUIGSERVER, A.J., SEN, L.C., CLIFFORD, A.J., FEENEY, R.E. and WHITAKER, J.R. 1978. A method for improving the nutritional value of food proteins: covalent attachment of amino acids. In Nutritional Improvement of Food and Feed Proteins, Adv. Exp. Med. Biol. 105, 587-612.
33. PUIGSERVER, A.J., SEN, L.C., GONZALES-FLORES, E., FEENEY, R.E. and WHITAKER, J. 1979a. Covalent attachment of amino acids to casein. 1. Chemical modification and rates of in vitro enzymatic hydrolysis of derivatives. J. Agric. Food Chem. 27, 1098-1104.
34. PUIGSERVER, A.J., SEN, L.C., FEENEY, R.E. and WHITAKER, J.R. 1979b. Hydrolyse enzymatique et stabilite en milieu acide des liaisons isopeptidiques de la L-methionyl-caseine. Ann. Biol. Anim. Biochim. Biophys. 19, 749-755.
35. PUIGSERVER, A.J., SEN, L.C., CLIFFORD, A.J., FEENEY, R.E. and WHITAKER, J.R. 1979c. Covalent attachment of amino acids to casein. 2. Bioavailability of methionine and N-acetylmethionine covalently linked to casein. J. Agric. Food Chem. 27, 1286-1293.
36. RAPHEL, V., LUPI, N., DUPUIS, L. and PUIGSERVER, A. 1993. The N-acylpeptide hydrolase from porcine intestine: Isolation, subcellular localization and comparative hydrolysis of peptide and isopeptide bonds. Biochimie 75, 891-897.
37. TAKESUE, Y. 1975. Purification and properties of leucine beta-naphthylamidase from rabbit small-intestinal mucosal cells. J. Biochem. (Tokyo) 77, 103-115.
38. TRAORE, F. and MEUNIER, J.C. 1992. Cross-linking activity of placental F XIIIa on whey proteins and caseins. J. Agric. Food Chem. 40, 399-402.
39. TSUNASAWA, S. and SAKIYAMA, F. 1992. Amino-terminal acetylation of proteins. In The Post-translational Modification of Proteins (S. Tsuboi and Tanigushi, eds.) pp. 113-121, Sciences Society Press, Tokyo.
40. VIRUPAKSKA, T.K. and TARVER, M. 1964. The reaction of insulin with N-acetyl-DL-homocysteine thiolactone: some chemical and biological properties of the products. Biochemistry 3, 1507-1511.
41. WHITAKER, J.R. 1977. Enzymatic modification applicable to foods. In Food Proteins. Improvement Through Chemical and Enzymatic Modification. (R.E. Feeney and J.R. Whitaker, eds.) pp. 95-105, American Chemical Society, Washington, D.C.
42. WOLD, F. 1984. Acetylated N-terminals in proteins-a perennial enigma. TIBS 9, 256-257.
43. YAN, S.B. and WOLD, F. 1984. Neoglycoproteins: in vitro introduction of glycosyl units at glutamines in beta-casein using transglutaminase. Biochemistry 23, 3759-3765.