Chemiluminescence from thermal oxidation of amino acids and proteins

Amino Acids

Volumn 38, Issue 5, 2010, Pages 1395-1405

  Millington, Keith R ^a   Ishii, Hiroshi ^b   Maurdev, George ^a  

^a CSIRO   (Australia)

^b Japan Applied Technology Inc   (Japan)

Author keywords

Amino acid; Chemiluminescence; Maillard reaction; Polyamide; Protein; Schiff base

Indexed keywords

ADVANCED GLYCATION END PRODUCT; ARGININE; ASPARAGINE; GLUTEN; KERATIN; LYSINE; LYSOZYME; POLYAMIDE; RIBONUCLEASE A; SCHIFF BASE; SINGLET OXYGEN; THREONINE; TRYPTOPHAN; ZEIN; AMINO ACID; PROTEIN;

AMINO ACID ANALYSIS; ARTICLE; CHEMOLUMINESCENCE; CONTROLLED STUDY; FLUORESCENCE SPECTROSCOPY; GLYCOSYLATION; OXIDATION; PRIORITY JOURNAL; PROTEIN ANALYSIS; RESIDUE ANALYSIS; THERMOSTABILITY; CHEMISTRY; LUMINESCENCE; OXIDATION REDUCTION REACTION; SPECTROFLUOROMETRY; TEMPERATURE;

AMINO ACIDS; GLYCOSYLATION END PRODUCTS, ADVANCED; LUMINESCENCE; OXIDATION-REDUCTION; PROTEINS; SPECTROMETRY, FLUORESCENCE; TEMPERATURE;

EID: 77955883380     PISSN: 09394451     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00726-009-0352-6     Document Type: Article

References (42)

1. Alarcon E, Henriquez C, Aspee A, Lissi EA (2007) Chemiluminescence associated with singlet oxygen reactions with amino acids, peptides and proteins. Photochem Photobiol 83:475-480 (Pubitemid 46860288)
2. Allen NS, McKellar JF (1978) The photochemistry of commercial polyamides. Macromol Rev 13:241-281
3. Aspee A, Lissi EA (2000) Kinetics and mechanism of the chemiluminescence associated with the free radical-mediated oxidation of amino acids. Luminescence 15:273-282
4. Aspee A, Lissi EA (2001) Kinetics of the chemiluminescence associated to the reaction between peroxyl radicals and proteins. J Protein Chem 20:479-485
5. Aspee A, Lissi EA (2002) Chemiluminescence associated with amino acid oxidation mediated by hypochlorous acid. Luminescence 17:158-164 (Pubitemid 135692506)
6. Barnard ML, Gurdian S, Diep D, Ladd M, Turrens JF (1993) Protein and amino acid oxidation is associated with increased chemiluminescence. Arch Biochem Biophys 300:651-656 (Pubitemid 23232924)
7. Boveris A, Cadenas E, Reiter R, Filipkowski M, Nakase Y, Chance B (1980) Organ chemiluminescence: noninvasive assay for oxidative radical reactions. Proc Natl Acad Sci 77:347-351
8. Braun KP, Cody RB, Jones DR, Peterson CM (1995) A structural assignment for a stable acetaldehyde-lysine adduct. J Biol Chem 270:11263-11266
9. Breitbart D, Nawar WW (1979) Thermal decomposition of lysine. J Agric Food Chem 27:511-514
10. Cadenas E, Arad ID, Boveris A, Fisher AB, Chance B (1980) Partial spectral analysis of the hydroperoxide-induced chemiluminescence of the perfused lung. FEBS Lett 111:413-418
11. Du J, Gebicki JM (2004) Proteins are major initial cell targets of hydroxyl free radicals. Int J Biochem Cell Biol 36:2334-2343 (Pubitemid 39094453)
12. Friedman M, Williams LD, Masri MS (1974) Reductive alkylation of proteins with aromatic aldehydes and sodium cyanoborohydride. Int J Peptide Protein Res 6:183
13. Fu S, Gebicki S, Jessup W, Gebicki JM, Dean RT (1995) Biological fate of amino acid, peptide and protein hydroperoxides. Biochem J 311:821-827
14. Gebicki JM (1997) Protein hydroperoxides as new reactive oxygen species. Redox Rep 3:99-110 (Pubitemid 27336342)
15. Gebicki S, Gebicki JM (1993) Formation of peroxides in amino acids and proteins exposed to oxygen free radicals. Biochem J 289:743-749 (Pubitemid 23074957)
16. Ghiggino KP, Nicholls CH, Pailthorpe MT (1975) Excitation energy transfer in wool keratin. J Photochem 4:155-159
17. Hoffmann T, Meyer RJ, Sorrell MF, Tuma DJ (1993) Reaction of acetaldehyde with proteins: formation of stable fluorescent adducts. Alcohol Clin Exp Res 17:69-74 (Pubitemid 23080970)
18. Karstens T, Rossbach V (1989) Thermo-oxidative degradation of polyamide 6 and 6,6. Kinetics of the formation and inhibition of UV/VIS-active chromophores. Makromol Chem 190:3033-3053
19. Karstens T, Rossbach V (1990) Thermo-oxidative degradation of polyamide 6 and 6,6. Structure of UV/VIS-active chromophores. Makromol Chem 191:757-771
20. Khan AU, Kasha M (1963) Red chemiluminescence of molecular oxygen in aqueous solution. J Chem Phys 39:2015-2016
21. Lacey DJ, Dudler V (1996) Chemiluminescence from polypropylene. Part 2. The emission wavelengths during prolonged oxidation. Polym Degrad Stab 51:109-113 (Pubitemid 126348477)
22. Lanska B, Matisova-Rychla L, Rychly J (1998) Chemiluminescence of polyamides: I. Luminescence accompanying autoxidation of lactams and thermolysis of lactam hydroperoxides. Polym Degrad Stab 61:119-127 (Pubitemid 128391288)
23. Leclere J, Birlouez-Aragon I (2001) The fluorescence of advanced Maillard products is a good indicator of lysine damage during the Maillard reaction. J Agric Food Sci 49:4682-4687 (Pubitemid 32988704)
24. Lissi EA, Caceres T, Videla LA (1988) Visible chemiluminescence from rat brain homogenates undergoing autoxidation. II. Kinetics of the luminescence decay. Free Radic Biol Med 4:93-97 (Pubitemid 18048263)
25. Matisova-Rychla L, Rychly J (2007) The potential of chemiluminescence in the research of thermal oxidation of polymers. In: Hopper AV (ed) Recent developments in polymer research. Nova Science, New York, pp 163-192
26. Matisova-Rychla L, Lanska B, Rychly J (1994) Application of chemiluminescence to polymer degradation studies. Thermal oxidation of polyamide 6. Angew Makromol Chem 216:169-186
27. Millington KR (2006) The photoyellowing of wool. Part I. Factors affecting photoyellowing and experimental techniques. Color Technol 122:169-186 (Pubitemid 44103269)
28. Millington KR, Maurdev G, Jones MJ (2007) The thermal chemiluminescence of fibrous proteins. Polym Degrad Stab 92:1505-1512
29. Namiki M, Oka M, Otsuka M, Miyazawa T, Fujimoto K, Namiki K, Kanamori N, Suzuki N (2007) Chemiluminescence developed at an early stage of the Maillard reaction. In: Labuza TP, Reineccius GA, Monnier V, O'Brien J, Bayes J (eds) Maillard reactions in chemistry, food, and health. Woodhead, Cambridge, pp 88-94
30. Pollet E, Martinez A, Metha B, Watts BP, Turrens JF (1998) Role of tryptophan oxidation in peroxynitrite-dependent protein chemiluminescence. Arch Biochem Biophys 349:74-78
31. Requena J, Chao C-C, Levine RL, Stadtman ER (2001) Glutamic and aminoadipic semialdehydes are the main carbonyl products of metal-catalysed oxidation in proteins. Proc Natl Acad Sci 98:69-74 (Pubitemid 32095865)
32. Salin ML, Bridges SH (1981) Chemiluminescence in wounded root tissue. Plant Physiol 67:43-46
33. Salin ML, Quince KL, Hunter DJ (1985) Chemiluminescence from mechanically injured soybean root tissue. Photobiochem Photobiophys 9:271-279
34. Simpson JA, Narita S, Gieseg S, Gebicki S, Gebicki J, Dean RT (1992) Long-lived reactive species on free-radical damaged proteins. Biochem J 282:621-624
35. Smith GJ, Melhuish WH (1985) Fluorescence and phosphorescence of wool keratin excited by UVA radiation. Text Res J 55:304-307
36. Strlic M, Kolar J, Pihlar B, Rychly J, Matisova-Rychla L (2000) Chemiluminescence during thermal and thermo-oxidative degradation of cellulose. Eur Polym J 36:2351-2358
37. Tiemblo P, Gomez-Elvira JM, Teyssedre G, Massines F, Laurent C (1999) Chemiluminescence spectral evolution along the thermal oxidation of isotactic polypropylene. Polym Degrad Stab 65:113-121
38. Totsune H, Nakano M, Inaba H (1993) Chemiluminescence from bamboo shoot cut. Biochem Biophys Res Comm 194:1025-1029 (Pubitemid 23254982)
39. Tsukino K, Satoh T, Ishii H, Nakata M (2008) Development of a multichannel Fourier-transform spectrometer to measure weak chemiluminescence: application to the emission of singlet oxygen dimol in the decomposition of hydrogen peroxide with gallic acid and K3[Fe(CN)6]. Chem Phys Lett 457:444-447
40. Turrens JF, Giulivi C, Boveris A (1986) Increased spontaneous chemiluminescence from liver homogenates and isolated hepatocytes upon inhibition of O2. J Free Radic Biol Med 2:135-140
41. Watts BP, Barnard M, Turrens JF (1995) Peroxynitrite-dependent chemiluminescence of amino acids, proteins and intact cells. Arch Biochem Biophys 317:324-333
42. Yasui H, Sakurai H (2000) Chemiluminescent detection and imaging of reactive oxygen species in live mouse skin exposed to UVA. Biochem Biophys Res Comm 269:131-136 (Pubitemid 30440266)