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Research Articles

Acetoacetate promotes the formation of fluorescent advanced glycation end products (AGEs)

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Pages 2658-2666 | Received 29 Apr 2015, Accepted 25 Nov 2015, Published online: 23 Feb 2016

References

  • Adrogué, H. J., Wilson, H., Boyd III, A. E., Suki, W. N., & Eknoyan, G. (1982). Plasma acid-base patterns in diabetic ketoacidosis. New England Journal of Medicine, 307, 1603–1610.10.1056/NEJM198212233072603
  • Ahmed, N. (2005). Advanced glycation endproducts – Role in pathology of diabetic complications. Diabetes Research and Clinical Practice, 67, 3–21.10.1016/j.diabres.2004.09.004
  • Baynes, J. W., & Thorpe, S. R. (2000). Glycoxidation and lipoxidation in atherogenesis. Free Radical Biology & Medicine, 28, 1708–1716.
  • Bohlooli, M., Moosavi-Movahedi, A. A., Ghaffari-Moghaddam, M., Saboury, A. A., Khajeh, M., Najafi, S., … Shahraki, S. (2014a). Comparative study of thermal domains analyzing of glycated and non-glycated human serum albumin. Thermochimica Acta, 594, 24–30.10.1016/j.tca.2014.08.034
  • Bohlooli, M., Moosavi-Movahedi, A. A., F. Taghavi, F., Maghami, P., Saboury, A. A., Moosavi-Movahedi, … Habibi-Rezaei, M. (2013). Investigation of thermal reversibility and stability of glycated human serum albumin. International Journal of Biological Macromolecules, 62, 358–364.10.1016/j.ijbiomac.2013.09.015
  • Bohlooli, M., Moosavi-Movahedi, A. A., Taghavi, F., Saboury, A. A., Maghami, P., Seyedarabi, A., … Habibi-Rezaei, M. (2014b). Inhibition of fluorescent advanced glycation end products (AGEs) of human serum albumin upon incubation with 3-β-hydroxybutyrate. Molecular Biology Reports, 41, 3705–3713.10.1007/s11033-014-3235-1
  • Brownlee, M., Cerami, A., & Vlassara, H. (1988). Advanced glycosylation end-products in tissue and the biochemical basis of diabetic complications. The New England Journal of Medicine, 318, 1315–1321.
  • Brownlee, M., Vlassara, H., & Cerami, A. (1984). Nonenzymatic glycosylation and the pathogenesis of diabetic complications. Annals of Internal Medicine, 101, 527–537.10.7326/0003-4819-101-4-527
  • Candiloros, H., Muller, S., Zeghari, N., Donner, M., Drouin, P., & Ziegler, O. (1995). Decreased erythrocyte membrane fluidity in poorly controlled IDDM. Influence of ketone bodies. Diabetes Care, 18, 549–551.
  • Cayot, P., & Tainturier, G. (1997). The quantification of protein amino groups by the trinitrobenzenesulfonic acid method: A reexamination. Analytical Biochemistry, 249, 184–200.10.1006/abio.1997.2161
  • Ellman, G. L. (1959). Tissue sulfhydryl groups. Archives of Biochemistry and Biophysics, 82, 70–77.10.1016/0003-9861(59)90090-6
  • Fery, F., & Balasse, E. O. (1985). Ketone body production and disposal in diabetic ketosis. A comparison with fasting ketosis. Diabetes, 34, 326–332.
  • Friedlander, M. A., Witko-Sarsat, V., Nguyen, A. T., Wu, Y. C., Labrunte, M., Verger, C., … Descamps-Latscha, B. (1996). The advanced glycation endproduct pentosidine and monocyte activation in uremia. Clinical Nephrology, 45, 379–382.
  • Frye, E. B., Degenhardt, T. P., Thorpe, S. R., & Baynes, J. W. (1998). Role of the maillard reaction in aging of tissue proteins: Advanced glycation end product-dependent increase in imidazolium cross-links in human lens proteins. Journal of Biological Chemistry, 273, 18714–18719.10.1074/jbc.273.30.18714
  • Galán, A., Hernández, J., & Jimenez, O. (2001). Measurement of blood acetoacetate and β-hydroxybutyrate in an automatic analyser. Journal of Automated Methods and Management in Chemistry, 23, 69–76.10.1155/S1463924601000086
  • Guthrie, J. P., & Jordan, F. (1972). Amine catalyzed decarboxylation of acetoacetic acid: the rate constant for decarboxylation of a β-imino acid. Journal of the American Chemical Society, 94, 9136–9141.10.1021/ja00781a025
  • Iberg, N., & Fliick, R. (1986). Nonenzymatic glycosylation of albumin in Vivo. The Journal of Biological Chemistry, 261, 13542–13542.
  • Iranfar, H., Rajabi, O., Salari, R., & Chamani, J. (2012). Probing the interaction of human serum albumin with ciprofloxacin in the presence of silver nanoparticles of three sizes: Multispectroscopic and ζ potential investigation. The Journal of Physical Chemistry B, 116, 1951–1964.10.1021/jp210685q
  • Jain, S. K., Kannan, K., & Lim, G. (1998). Ketosis (acetoacetate) can generate oxygen radicals and cause increased lipid peroxidation and growth inhibition in human endothelial cells. Free Radical Biology & Medicine, 25, 1083–1088.
  • Jain, S. K., Kannan, K., & McVie, R. (1999). Effect of hyperketonemia on blood monocytes in type-I diabetic patients and apoptosis in cultured U937 monocytes. Antioxidants & Redox Signaling, 1, 211–220.10.1089/ars.1999.1.2-211
  • Jain, S. K., & McVie, R. (1999). Hyperketonemia can increase lipid peroxidation and lower glutathione levels in human erythrocytes in vitro and in type-1 diabetic patients. Diabetes, 48, 1850–1855.10.2337/diabetes.48.9.1850
  • Jain, S. K., McVie, R., & Bocchini, J. A., Jr. (2006). Hyperketonemia (ketosis), oxidative stress and type 1 diabetes. Pathophysiology, 13, 163–170.10.1016/j.pathophys.2006.05.005
  • Jain, S. K., McVie, R., Jaramillo, J. J., & Chen, Y. (1998). Hyperketonemia (acetoacetate) increases the oxidizability of LDL + VLDL in type-I diabetic patients. Free Radical Biology & Medicine, 24, 175–181.
  • Kakade, M. L., & Liener, I. E. (1962). Determination of available lysine in proteins. Analytical Biochemistry, 27, 273–280.
  • Kelly, J. (1994). Making sense of free radicals and their effects on the body. Nursing Times, 90, 34–36.
  • Kessel, L., Kalinin, S., Nagaraj, R. H., Larsen, M., & Johansson, J. B. (2002). Time-resolved and steady-state fluorescence spectroscopic studies of the human lens with comparison to argpyrimidine, pentosidine and 3-OH-kynurenine. Photochemistry and Photobiology, 76, 549–554.10.1562/0031-8655(2002)076<0549:TRASSF>2.0.CO;2
  • Khorsand Ahmadi, S., Mahmoodian Moghadam, M., Mokaberi, P., Reza Saberi, M., & Chamani, J. (2015). A comparison study of the interaction between β-lactoglobulin and retinol at two different conditions: Spectroscopic and molecular modeling approaches. Journal of Biomolecular Structure and Dynamics, 33, 1880–1898.10.1080/07391102.2014.977351
  • Kuznetsova, I. M., Sulatskaya, A. I., Povarova, O. I., & Turoverov, K. K. (2012). Reevaluation of ANS binding to human and bovine serum albumins: Key role of equilibrium microdialysis in ligand – Receptor binding characterization. PLoS ONE, 7, e40845.10.1371/journal.pone.0040845
  • Laffel, L. (1999). Ketone bodies: A review of physiology. Pathophysiology and Application of Monitoring to Diabetes, 15, 412–426.
  • Lapolla, A., Traldi, P., & Fedele, D. (2005). Importance of measuring products of non-enzymatic glycation of proteins. Clinical Biochemistry, 38, 103–115.10.1016/j.clinbiochem.2004.09.007
  • Meerwaldt, R., Links, T., Graaff, R., Thorpe, S. R., Baynes, J. W., Hartog, J., … Smit, A. (2005). Simple noninvasive measurement of skin autofluorescence. Annals of the New York Academy of Sciences, 1043, 290–298.10.1196/annals.1333.036
  • Munch, G., Shepherd, C. E., McCann, H., Brooks, W. S., Kwok, J. B., Arendt, T., … Hallidays, G. M. (2002). Intraneuronal advanced glycation endproducts in presenilin-1 Alzheimer’s disease. NeuroReport, 13, 601–604.10.1097/00001756-200204160-00013
  • Nagai, R., Nagai, M., Shimasaki, S., Baynes, J. W., & Fujiwara, Y. (2010). Citric acid inhibits development of cataracts, proteinuria and ketosis in streptozotocin (type 1) diabetic rats. Biochemical and Biophysical Research Communications, 393, 118–122.10.1016/j.bbrc.2010.01.095
  • Persson, B. (1970). Determination of plasma acetoacetate and D-β-hydroxybutyrate in newborn infants by an enzymatic fluorometric micro-method. Scandinavian Journal of Clinical & Laboratory Investigation, 25, 9–18.
  • Rahbar, S., & Figarola, J. L. (2003). Novel inhibitors of advanced glycation endproducts. Archives of Biochemistry and Biophysics, 419, 63–79.10.1016/j.abb.2003.08.009
  • Sarzehi, S., & Chamani, J. (2012). Investigation on the interaction between tamoxifen and human holo-transferrin: Determination of the binding mechanism by fluorescence quenching, resonance light scattering and circular dichroism methods. International Journal of Biological Macromolecules, 47, 558–569.
  • Sattar, Z., Iranfar, H., Asoodeh, A., Saberi, M. R., Mazhari, M., & Chamani, J. (2012). Interaction between holo transferrin and HSA–PPIX complex in the presence of lomefloxacin: An evaluation of PPIX aggregation in protein–protein interactions. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 97, 1089–1100.10.1016/j.saa.2012.07.034
  • Sattarahmady, N., Moosavi-Movahedi, A. A., Ahmad, F., Hakimelahi, G. H., Habibi-Rezaei, M., Saboury, A. A., & Sheibani, N. (2007). Formation of the molten globule-like state during prolonged glycation of human serum albumin. Biochimica et Biophysica Acta (BBA) – General Subjects, 1770, 933–942.10.1016/j.bbagen.2007.02.001
  • Schmitt, A., Schmitt, J., Münch, G., & Gasic-Milencovic, J. (2005). Characterization of advanced glycation end products for biochemical studies: Side chain modifications and fluorescence characteristics. Analytical Biochemistry, 338, 201–215.10.1016/j.ab.2004.12.003
  • Shaklai, N., Garlick, R. L., & Bunn, H. F. (1984). Non enzymic glycosylation of human serum albumin alters its conformation and function. The Journal of Biological Chemistry, 259, 3812–3817.
  • Shourian, M., Tavakoli, H., Ghourchian, H., & Rafiee-Pour, H. A. (2010). Detection and dosimetry of gamma ray emitted from thallium-201 and technetium-99m based on chemiluminescence technique. Radiation Measurements, 45, 906–910.10.1016/j.radmeas.2010.06.002
  • Singh, R., Barden, A., Mori, T., & Beilin, L. (2001). Advanced glycation end-products: A review. Diabetologia, 44, 129–146.10.1007/s001250051591
  • Stephens, J. M., Sulway, M. J., & Watkins, P. J. (1971). Relationship of blood acetoacetate and 3-hydroxybutyrate in diabetes. Diabetes, 20, 485–489.10.2337/diab.20.7.485
  • Stitt, A. W. (2001). Advanced glycation: An important pathological event in diabetic and age related ocular disease. British Journal of Ophthalmology, 85, 746–753.10.1136/bjo.85.6.746
  • Sugio, S., Kashima, A., Mochizuki, S., Noda, M., & Kobayashi, K. (1999). Crystal structure of human serum albumin at 2.5 A resolution. Protein Engineering Design and Selection, 12, 439–446.10.1093/protein/12.6.439
  • Sulway, M. J., Trotter, E., Trotter, M. D., & Malins, J. M. (1971). Acetone in uncotrolled diabetes. Journal of Postgraduate Medical, 47, 382–387.
  • Takeda, K., Wada, A., Yamamoto, K., Moriyama, Y., & Aoki, K. (1989). Conformational change of bovine serum albumin by heat treatment. Journal of Protein Chemistry, 8, 653–659.10.1007/BF01025605
  • Voziyan, P. A., Khalifah, R. G., Thibaudeau, C., Yildiz, A., Jacob, J., Serianni, A. S., & Hudson, B. G. (2003). Modification of proteins in vitro by physiological levels of glucose: Pyridoxamine inhibits conversion of amadori intermediate to advanced glycation end-products through binding of redox metal ions. Journal of Biological Chemistry, 278, 46616–46624.10.1074/jbc.M307155200
  • Wolff, S. P., Jiang, Z. Y., & Hunt, J. V. (1991). Protein glycation and oxidative stress in diabetes mellitus and ageing. Free Radical Biology & Medicine, 10, 339–352.

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