Interplay between the Maillard reaction and lipid peroxidation in biochemical systems

Annals of the New York Academy of Sciences

Volumn 1043, Issue , 2005, Pages 319-326

  Hidalgo, Francisco J ^a   Zamora, Rosario ^a  

^a INSTITUTO DE LA GRASA   (Spain)

Author keywords

Advanced glycation end products; Advanced lipoxidation end products; AGEs; ALEs; Lipid peroxidation; Lipofuscin like polymer formation; Maillard reaction; Melanoidin like polymer formation; Nonenzymatic browning; Strecker degradation

Indexed keywords

ADVANCED GLYCATION END PRODUCT; ADVANCED LIPOXIDATION END PRODUCT; CARBOHYDRATE; LIPOFUSCIN; MELANIN; PHOSPHOLIPID; UNCLASSIFIED DRUG;

AMINO ACID METABOLISM; CHEMICAL MODIFICATION; CHEMICAL REACTION; CONFERENCE PAPER; GLYCATION; LIPID OXIDATION; LIPID PEROXIDATION; POLYMERIZATION; PROTEIN DEGRADATION; PROTEIN LIPID INTERACTION; PROTEIN MODIFICATION; REACTION ANALYSIS; STRECKER SYNTHESIS;

EID: 23744507890     PISSN: 00778923     EISSN: None     Source Type: Book Series    
DOI: 10.1196/annals.1333.039     Document Type: Conference Paper

References (25)

1. BASTA, G., A.M. SCHMIDT & R. DE CATERINA. 2004. Advanced glycation end products and vascular inflammation: implications for accelerated atherosclerosis in diabetes. Cardiovasc. Res. 63: 582-592.
2. BAYNES, J.W. & S.R. THORPE. 2000. Glycoxidation and lipoxidation in atherogenesis. Free Radic. Biol. Med. 28: 1708-1716.
3. ZAMORA, R., M. ALAIZ & F.J. HIDALGO. 1997. Feed-back inhibition of oxidative stress by oxidized lipid/amino acid reaction products. Biochemistry 50: 15765-15771.
4. BREITLING-UTZMANN, C.M., A. UNGER, D.A. FRIEDL & M.O. LEDERER. 2001. Identification and quantification of phosphatidylethanolamine-derived glucosylamines and aminoketoses from human erythrocytes: influence of glycation products on lipid peroxidation. Arch. Biochem. Biophys. 391: 245-254.
5. BUCALA, R. et al. 1993. Lipid advanced glycosidation: pathway for lipid oxidation in vivo. Proc. Natl. Acad. Sci. USA 90: 6434-6438.
6. HIDALGO, F.J., M. ALAIZ & R. ZAMORA. 2001. Pyrrolization and antioxidant function of proteins following oxidative stress. Chem. Res. Toxicol. 14: 582-588.
7. JENKINS, A.J. et al. 2004. In vivo glycated low-density lipoprotein is not more susceptible to oxidation than nonglycated low-density lipoprotein in type 1 diabetes. Metabolism 53: 969-976.
8. GANDEMER, G. 1999. Lipid and meat quality: lipolysis, oxidation, Maillard reaction and flavour. Sci. Aliments 19: 439-458.
9. LEDL, F. & E. SCHLEICHER. 1990. New aspects of the Maillard reaction in foods and in the human body. Angew. Chem. Int. Ed. Engl. 29: 565-706.
10. WOLFF, S.P., Z.Y. JIANG & J.V. HUNT. 1991. Protein glycation and oxidative stress in diabetes mellitus and ageing. Free Radical Biol. Med. 10: 339-352.
11. FU, M.X. et al. 1996. The advanced glycation end product, Nε-(carboxymethyl)lysine, is a product of both lipid peroxidation and glycoxidation reactions. J. Biol. Chem. 271: 9982-9986.
12. THORPE, S.R. & J.W. BAYNES. 2003. Maillard reaction products in tissue proteins: new products and new perspectives. Amino Acids 25: 275-281.
13. HO, C.T. 1996. Thermal generation of Maillard aromas. In The Maillard Reaction: Consequences for the Chemical and Life Sciences. R. Ikan, Ed.: 27-53. Wiley. Chichester, UK.
14. HIDALGO, F.J. & R. ZAMORA. 2004. Strecker-type degradation produced by the lipid oxidation products 4,5-epoxy-2-alkenals. J. Agric. Food Chem. 52: 7126-7131.
15. HIDALGO, F.J. & R. ZAMORA. 1995. In vitro production of long chain pyrrole fatty esters from carbonyl-amine reactions. J. Lipid Res. 36: 725-735.
16. ZAMORA, R. & F.J. HIDALGO. 1994. Modification of lysine amino groups by the lipid peroxidation product 4,5(E)-epoxy-2(E)-heptenal. Lipids 29: 243-249.
17. ZAMORA, R. & F.J. HIDALGO. 1995. Linoleic acid oxidation in the presence of amino compounds produces pyrroles by carbonyl amine reactions. Biochim. Biophys. Acta 1258: 319-327.
18. HIDALGO, F.J. & R. ZAMORA. 2000. Modification of bovine serum albumin structure following reaction with 4,5(E)-epoxy-2(E)-heptenal. Chem. Res. Toxicol. 13: 501-508.
19. ZAMORA, R. & F.J. HIDALGO. 2003. Phosphatidylethanolamine modification by oxidative stress product 4,5(E)-epoxy-2(E)-heptenal. Chem. Res. Toxicol. 16: 1632-1641.
20. ZAMORA, R., M. ALAIZ & F.J. HIDALGO. 1999. Determination of ε-N-pyrrolylnorleucine in fresh food products. J. Agric. Food Chem. 47: 1942-1947.
21. HIDALGO, F.J. & R. ZAMORA. 1993. Fluorescent pyrrole products from carbonyl-amine reactions. J. Biol. Chem. 268: 16190-16197.
22. WONDRAK, G.T., R. TRESSL & D. REWICKI. 1997. Maillard reaction of free and nucleic acid-bound 2-deoxy-D-ribose and D-ribose with ω-amino acids. J. Agric. Food Chem. 45: 321-327.
23. HIDALGO, F.J., M. ALAIZ & R. ZAMORA. 1999. Effect of pH and temperature on comparative nonenzymatic browning of proteins produced by oxidized lipid and carbohydrates. J. Agric. Food Chem. 47: 742-747.
24. FORBES, J.M. et al. 2004. Advanced glycation end product interventions reduce diabetes-accelerated atherosclerosis. Diabetes 53: 1813-1823.
25. JANUSZEWSKI, A.S. et al. 2003. Role of lipids in chemical modifications of proteins and development of complications in diabetes. Biochem. Soc. Trans. 31: 1413-1416.