Direct Observation of Protein Glycosylation by Matrix-Assisted Laser Desorption/Ionization Time-of-Flight Mass Spectrometry

Journal of Agricultural and Food Chemistry

Volumn 45, Issue 6, 1997, Pages 2158-2165

  Kim, Hie Joon ^a   Leszyk, John ^b   Taub, Irwin A ^c  

^a Seoul National University   (South Korea)

^b UNIVERSITY OF MASSACHUSETTS MEDICAL SCHOOL   (United States)

^c U S ARMY RESEARCH INSTITUTE OF ENVIRONMENTAL MEDICINE   (United States)

Author keywords

Glucagon; Lysozyme; Maillard reaction; MALDI TOF MS; Nonenzymatic glycosylation

Indexed keywords

EID: 0038202621     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf9608128     Document Type: Article

References (28)

1. Abell, D. C.; Sporns, P. Rapid quantitation of potato glycoalkaloids by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. J. Agric. Food Chem. 1996, 44, 2292-2296.
2. Allen, D. W.; Schroeder, W. A.; Balog, J. Observations on the chromatographic heterogeneity of normal adult and fetal human hemoglobin: a study of the effects of crystallization and chromatography on the heterogeneity and isoleucine content. J. Am. Chem. Soc. 1958, 80, 1628-1634.
3. Blake, C. C. F.; Koenig, D. F.; Mair, G. A.; North, A. C. T.; Phillips, D. C.; Sarma, V. R. Structure of hen egg-white lysozyme. Nature 1965, 206, 757-761.
4. Brownlee, M.; Vlassara, H.; Kooney, A.; Ulrich, P.; Cerami, A. Aminoguanidine prevents diabetes-induced arterial wall protein cross-linking. Science 1986, 232, 1629-1632.
5. Bucala, R.; Cerami, A. Advanced glycosylation: chemistry, biology, and implications for diabetes and aging. Adv. Pharmacol. 1992, 23, 1-33.
6. Canfield, R. E. The amino acid sequence of egg white lysozyme. J. Biol. Chem. 1963, 238, 2698-2707.
7. Cho, R. K.; Okitani, A.; Kato, H. Chemical properties and polymerizing ability of the lysozyme monomer isolated after storage with glucose. Agric. Biol. Chem. 1984, 48, 3081-3089.
8. Clark, A. V.; Tannenbaum, S. R. Isolation and characterization of pigments from protein-carbonyl browning systems. Models for two insulin-glucose pigments. J. Agric. Food Chem. 1974, 22, 1089-1093.
9. Diaz, O.; Gouldsworthy, A. M.; Leaver, J. Identification of peptides released from casein micelles by limited trypsinolysis. J. Agric. Food Chem. 1996, 44, 2517-2522.
10. Harmon, B. J.; Gu, X.; Wang, D. I. C. Rapid monitoring of site-specific glycosylation microheterogeneity of recombinant human interferon-γ. Anal. Chem. 1996, 68, 1465-1473.
11. Hickman, D. R.; Roepstorff, P.; Shewry, P. R.; Tatham, A. S. Molecular weights of high molecular weight subunits of glutenin determined by mass spectrometry. J. Cereal Sci. 1995, 22, 99-103.
12. Hillenkamp, F. Matrix-assisted laser desorption/ionization (MALDI). In Biological Mass Spectrometry: Present and Future; Matsuo, Caprioli, Gross, Seyama, Eds.; Wiley: New York, 1994; pp 101-118.
13. Karas, M.; Hillenkamp, F. Laser desorption ionization of proteins with molecular masses exceeding 10000 daltons. Anal. Chem. 1988, 60, 2299-2300.
14. Kato, Y.; Aoki, T.; Kato, N.; Nakamura, R.; Matsuda, T. Modification of ovalbumin with glucose-6-phosphate by amino-carbonyl reaction. J. Agric. Food Chem. 1995, 43, 301-305.
15. Kim, H.-J.; Loveridge, V. A.; Taub, I. A. Myosin cross-linking in freeze-dried meat. J. Food Sci. 1984, 49, 699-703, 708.
16. Lapolla, A.; Fedele, D.; Seraglia, R.; Catinella, S.; Traldi, P. Matrix-assisted laser desorption/ionization capabilities in the study of non-enzymatic protein glycation. Rapid Commun. Mass Spectrom. 1994, 8, 645-652.
17. Ledl, F.; Schleicher, E. New aspects of the Maillard reaction in foods and in the human body. Angew. Chem., Int. Ed. Engl. 1990, 29, 565-706.
18. Mohammad, A.; Fraenkel-Conant, H.; Olcott, H. The browning reaction of proteins with glucose. Arch. Biochem. 1949, 24, 157-178.
19. Okitani, A.; Cho, R. K.; Kato, H. Polymerization of lysozyme and impairment of its amino acid residues caused by reaction with glucose. Agric. Biol. Chem. 1984, 48, 1801-1808.
20. Porte, D., Jr.; Schwartz, M. W. Diabetic complications: why is glucose potentially toxic? Science 1996, 272, 699-700.
21. Schriemer, D. C.; Li, L. Detection of high molecular weight narrow polydisperse polymers up to 1.5 million daltons by MALDI mass spectrometry. Anal. Chem. 1996, 68, 2721-2725.
22. Sporns, P.; Abell, D. C. MALDI mass spectrometry for food analysis. Trends Food Sci. Technol. 1996, 7, 187-190.
23. Tanaka, M.; Kimiagar, M.; Lee, T.-C.; Chichester, C. O. Effect of Maillard browning reaction on nutritional quality of protein. In Protein Cross-linking; Friedman, M., Ed.; Advances in Experimental and Medical Biology 86B; Plenum Press: New York, 1977; pp 321-341.
24. Vasan, S.; Zhang, X.; Zhang, X.; Kapurniotu, A.; Bernhagen, J.; Teichberg, S.; Basgen, J.; Wagle, D.; Shih, D.; Terlecky, I.; Bucala, R.; Cerami, A.; Egan, J.; Ulrich, P. An agent cleaving glucose-derived protein crosslinks in vitro and in vivo. Nature 1996, 382, 275-278.
25. Vestal, M. L.; Juhasz, P.; Martin, S. A. Delayed extraction matrix-assisted laser desorption time-of-flight mass spectrometry. Rapid Commun. Mass Spectrom. 1995, 9, 1044-1050.
26. Waddell, K. Use of Voyager Biospectrometry workstation for the MALDI-TOF analysis of glycoproteins in the 10 kDa to 30 kDa range. PerSeptive Biosystems Application Note PA434, 1995.
27. Whittal, R. M.; Li, L. High-resolution matrix-assisted laser desorption/ionization in a linear time-of-flight mass spectrometer. Anal. Chem. 1995, 67, 1950-1954.
28. Wingerath, T.; Stahl, W.; Kirsch, D.; Kaufmann, R.; Sies, H. Fruit juice carotenol fatty acid esters and carotenoids as identified by matrix-assisted laser desorption ionization (MALDI) mass spectrometry. J. Agric. Food Chem. 1996, 44, 2006-2013.