Ascorbic acid and protein glycation in vitro

Chemico-Biological Interactions

Volumn 240, Issue , 2015, Pages 154-162

  Sadowska Bartosz, Izabela ^a   Bartosz, Grzegorz ^a,b  

^a UNIVERSITY OF RZESZÓW   (Poland)

^b UNIVERSITY OF LODZ   (Poland)

Author keywords

Antioxidant; Ascorbic acid; Bovine serum albumin; Erythrocyte; Glycation

Indexed keywords

ACETYLCHOLINESTERASE; ASCORBIC ACID; BOVINE SERUM ALBUMIN; CATALASE; GLUTATHIONE; HEMOGLOBIN;

ADULT; ARTICLE; CELL FREE SYSTEM; COMPARATIVE STUDY; CONTROLLED STUDY; DRUG MECHANISM; ENZYME INACTIVATION; ERYTHROCYTE MEMBRANE; FEMALE; HEMOLYSIS; HUMAN; HUMAN CELL; IN VITRO STUDY; NORMAL HUMAN; PROTEIN GLYCOSYLATION; PROTEIN METABOLISM; ANIMAL; BOVINE; CHEMISTRY; ENZYME LINKED IMMUNOSORBENT ASSAY; GLYCOSYLATION; METABOLISM;

ANIMALS; ASCORBIC ACID; CATTLE; CELL-FREE SYSTEM; ENZYME-LINKED IMMUNOSORBENT ASSAY; GLYCOSYLATION; SERUM ALBUMIN, BOVINE;

EID: 84937228087     PISSN: 00092797     EISSN: 18727786     Source Type: Journal    
DOI: 10.1016/j.cbi.2015.07.006     Document Type: Article

References (67)

1. G. Vistoli, D. De Maddis, A. Cipak, N. Zarkovic, M. Carini, and G. Aldini Advanced glycoxidation and lipoxidation end products (AGEs and ALEs): an overview of their mechanisms of formation Free Radic. Res. 47 Suppl. 1 2013 3 27
2. M. Peppa, J. Uribarri, and H. Vlassara Aging and glycoxidant stress Hormones (Athens) 7 2008 123 132
3. G. Aldini, G. Vistoli, M. Stefek, N. Chondrogianni, T. Grune, J. Sereikaite, I. Sadowska-Bartosz, and G. Bartosz Molecular strategies to prevent inhibit and degrade advanced glycoxidation and advanced lipoxidation end products Free Radic. Res. 47 Suppl. 1 2013 93 137
4. J. Mandl, A. Szarka, and G. Bánhegyi Vitamin C: update on physiology and pharmacology Br. J. Pharmacol. 157 2009 1097 1110
5. Y. Sato, T. Uchiki, M. Iwama, Y. Kishimoto, R. Takahashi, and A. Ishigami Determination of dehydroascorbic acid in mouse tissues and plasma by using tris(2-carboxyethyl)phosphine hydrochloride as reductant in metaphosphoric acid/ethylenediaminetetraacetic acid solution Biol. Pharm. Bull. 33 2010 364 369
6. N.B.V. Barbosa, L.A. Lissner, C.V. Klimaczewski, E. Colpo, and J.B.T. Rocha Ascorbic acid oxidation of thiol groups from dithiotreitol is mediated by its conversion to dehydroascorbic acid EXCLI J. 11 2012 604 612
7. J.C. Vera, C.I. Rivas, J. Fischbarg, and D.W. Golde Mammalian facilitative hexose transports mediate the transport of dehydroascorbic acid Nature 364 1993 79 82
8. J.C. Vera, C.I. Rivas, R.H. Zhang, C.M. Farber, and D.W. Golde Human HL-60 myeloid leukemia cells transport dehydroascorbic acid via the glucose transporters and accumulate reduced ascorbic acid Blood 84 1994 1628 1634
9. A. Szarka, and T. Lo{combining double acute accent}rincz Cellular and intracellular transport of vitamin C. The physiologic aspects Orv. Hetil. 154 2013 1651 1656
10. J.M. Sage, and A. Carruthers Human erythrocytes transport dehydroascorbic acid and sugars using the same transporter complex Am. J. Physiol. Cell Physiol. 306 2014 C910 C917
11. C.L. Linster, and E. van Schaftingen Vitamin C., Biosynthesis, recycling and degradation in mammals FEBS J. 274 2007 1 22
12. G.L.W. Simpson, and B.J. Ortwerth The non-oxidative degradation of ascorbic acid at physiological conditions Biochim. Biophys. Acta 1501 2000 12 24
13. M. Linetsky, E. Shipova, R. Cheg, and B.J. Orwerth Glycation by ascorbic acid oxidation products leads to the aggregation of lens proteins Biochim. Biophys. Acta 1782 2008 22 34
14. M. Valko, H. Morris, and M.T. Cronin Metals, toxicity and oxidative stress Curr. Med. Chem. 12 2005 1161 1208
15. A.Q. Maurício, G.K. Lopes, C.S. Gomes, R.G. Oliveira, A. Alonso, and M. Hermes-Lima Pyridoxal isonicotinoyl hydrazone inhibits iron-induced ascorbate oxidation and ascorbyl radical formation Biochim. Biophys. Acta 1620 2003 15 24
16. M. Pohanka, J. Pejchal, S. Snopkova, K. Havlickova, J.Z. Karasova, P. Bostik, and J. Pikula Ascorbic acid: an old player with a broad impact on body physiology including oxidative stress suppression and immunomodulation: a review Mini Rev. Med. Chem. 12 2012 35 43
17. Q. Chen, M.G. Espey, M.C. Krishna, J.B. Mitchell, C.P. Corpe, G.R. Buettner, E. Shacter, and M. Levine Pharmacologic ascorbic acid concentrations selectively kill cancer cells: action as a pro-drug to deliver hydrogen peroxide to tissues Proc. Natl. Acad. Sci. U. S. A. 102 2005 13604 13609
18. J.C. Sartori-Valinotti, R. Iliescu, L.A. Fortepiani, L.L. Yanes, and J.F. Reckelhoff Sex differences in oxidative stress and the impact on blood pressure control and cardiovascular disease Clin. Exp. Pharmacol. Physiol. 34 2007 938 945
19. R. Rodrigo, C. Guichard, and R. Charles Clinical pharmacology and therapeutic use of antioxidant vitamins Fundam. Clin. Pharmacol. 21 2007 111 127
20. J.M. May, A. Jayagopal, Z.C. Qu, and W.H. Parker Ascorbic acid prevents high glucose-induced apoptosis in human brain pericytes Biochem. Biophys. Res. Commun. 452 2014 112 117
21. P. Celec, I. Jurkovičová, R. Buchta, I. Bartík, R. Gardlík, R. Pálffy, I. Mucska, and J. Hodosy Antioxidant vitamins prevent oxidative and carbonyl stress in an animal model of obstructive sleep apnea Sleep. Breath. 17 2012 867 871
22. M. Linetsky, H.L. James, and B.J. Ortwerth Spontaneous generation of superoxide anion by human lens proteins and by calf lens proteins ascorbylated in vitro Exp. Eye Res. 69 1999 239 248
23. O.K. Argirov, B. Lin, P. Olesen, and B.J. Ortwerth Isolation and characterization of a new advanced glycation endproduct of dehydroascorbic acid and lysine Biochim. Biophys. Acta 1620 2003 235 244
24. Y. Zhu, Y. Zhao, P. Wang, M. Ahmedna, C.T. Ho, S. Sang, B.J. Ortwerth, and P.R. Olesen Tea flavanols block advanced glycation of lens crystallins induced by dehydroascorbic acid Chem. Res. Toxicol. 28 2015 135 143
25. M.J. Kang, S.S. Lee, and H. Koh Prooxidant properties of ascorbic acid in the nigrostriatal dopaminergic system of C57BL/6 mice Toxicology 294 2012 1 8
26. R.S. Tupe, and V.V. Agte Role of zinc along with ascorbic acid and folic acid during long-term in vitro albumin glycation Br. J. Nutr. 103 2010 370 377
27. M.E. Meredith, Z.C. Qu, and J.M. May Ascorbate reverses high glucose- and RAGE-induced leak of the endothelial permeability barrier Biochem. Biophys. Res. Commun. 445 2014 30 35
28. R. Rodrigo, C. Guichard, and R. Charles Clinical pharmacology and therapeutic use of antioxidant vitamins Fundam. Clin. Pharmacol. 21 2007 111 127
29. S.J. Davie, B.J. Gould, and J.S. Yudkin Effect of vitamin C on glycosylation of proteins Diabetes 41 1992 167 173
30. B.J. Ortwerth, and P.R. Olesen Glutathione inhibits the glycation and crosslinking of lens proteins by ascorbic acid Exp. Eye Res. 47 1988 737 750
31. M.R. Safari, N. Sheikh, and K.M. Kashani Study on the effect of vitamin C on the in vitro albumin glycation reaction Iran. J. Pharm. Res. 4 2006 275 279
32. O. Reihl, M.O. Lederer, and W. Schwack Characterization and detection of lysine-arginine cross-links derived from dehydroascorbic acid Carbohydr. Res. 339 2004 483 491
33. B.J. Ortwerth, S.H. Slight, M. Prabhakaram, Y. Sun, and J.B. Smith Site-specific glycation of lens crystallins by ascorbic acid Biochim. Biophys. Acta 1117 1992 207 215
34. D.G. Dyer, J.A. Blackledge, S.R. Thorpe, and J.W. Baynes Formation of pentosidine during nonenzymatic browning of proteins by glucose. Identification of glucose and other carbohydrates as possible precursors of pentosidine in vivo J. Biol. Chem. 266 1991 11654 11660
35. S.K. Grandhee, and V.M. Monnier Mechanism of formation of the Maillard protein cross-link pentosidine. Glucose, fructose, and ascorbate as pentosidine precursors J. Biol. Chem. 266 1991 11649 11653
36. J.A. Vinson, and T.B. Howard Inhibition of protein glycation and advanced glycation end products by ascorbic acid and other vitamins and nutrients J. Nutr. Biochem. 7 1996 659 663
37. F. Monacelli, D. Storace, C. D'Arrigo, R. Sanguineti, R. Borghi, D. Pacini, A.L. Furfaro, M.A. Pronzato, P. Odetti, and N. Traverso Structural alterations of human serum albumin caused by glycative and oxidative stressors revealed by circular dichroism analysis Int. J. Mol. Sci. 14 2013 10694 10709
38. B.J. Ortwerth, J. Bhattacharyya, and E. Shipova Tryptophan metabolites from young human lenses and the photooxidation of ascorbic acid by UVA light Invest. Ophthalmol. Vis. Sci. 50 2009 3311 3319
39. K.G. Bensch, J.E. Fleming, and W. Lohmann The role of ascorbic acid in senile cataract Proc. Natl. Acad. Sci. U. S. A. 82 1985 7193 7196
40. X. Fan, L.W. Reneker, M.E. Obrenovich, C. Strauch, R. Cheng, S.M. Jarvis, B.J. Ortwerth, and V.M. Monnier Vitamin C mediates chemical aging of lens crystallins by the Maillard reaction in a humanized mouse model Proc. Natl. Acad. Sci. U. S. A. 103 2006 16912 16917
41. I. Nemet, and V.M. Monnier Vitamin C degradation products and pathways in the human lens J. Biol. Chem. 286 2011 37128 37136
42. N. Kamodyová, L. Tóthová, and P. Celec Salivary markers of oxidative stress and antioxidant status: influence of external factors Dis. Markers 34 2013 313 321
43. J.M. Robertson, A.P. Donner, and J.R. Trevithick A possible role for vitamins C and E in cataract prevention Am. J. Clin. Nutr. 53 1991 346S 351S
44. P.F. Jacques, A. Taylor, S.E. Hankinson, W.C. Willett, B. Mahnken, Y. Lee, K. Vaid, and M. Lahav Long-term vitamin C supplement use and prevalence of early age-related lens opacities Am. J. Clin. Nutr. 66 1997 911 916
45. K.R. Hegde, and S.D. Varma Protective effect of ascorbate against oxidative stress in the mouse lens Biochim. Biophys. Acta 1670 2004 12 18
46. K.A. Weikel, C. Garber, A. Baburins, and A. Taylor Nutritional modulation of cataract Nutr. Rev. 72 2014 30 47
47. C.A. Krone, and J.T. Ely Ascorbic acid, glycation, glycohemoglobin and aging Med. Hypotheses 62 2004 275 279
48. I. Sadowska-Bartosz, M. Adamczyk-Sowa, S. Galiniak, S. Mucha, K. Pierzchala, and G. Bartosz Oxidative modification of serum proteins in multiple sclerosis Neurochem. Int. 63 2013 507 516
49. J.T. Dodge, C. Mitchell, and D.J. Hanahan The preparation and chemical characteristics of hemoglobin-free ghosts of human erythrocytes Arch. Biochem. Biophys. 100 1963 119 130
50. O.H. Lowry, N.J. Rosebrough, A.L. Farr, and R.J. Randall Protein measurement with the Folin phenol reagent J. Biol. Chem. 193 1951 265 275
51. H. Aebi Catalase H.U. Bergmeyer, Methods of Enzymatic Analysis 1974 Academic New York 673 677
52. W.H. Habig, M.J. Pabst, and W.B. Jacoby Glutathione S-transferases: the first enzymatic step in mercapturic acid formation J. Biol. Chem. 249 1974 7130 7139
53. B.P. Doctor, L. Toker, E. Roth, and I. Silman Microtiter assay for acetylcholinesterase Anal. Biochem. 166 1987 399 403
54. A. Senft, T. Dalton, and H. Shertzer Determining glutathione and glutathione disulfide using the fluorescence probe o-phthalaldehyde Anal. Biochem. 280 2000 80 86
55. D.I. Drabkin, and L.H. Austin Spectrophotometric studies. II. Preparations from washed blood cells nitric oxide hemoglobin and sulfhemoglobin J. Biol. Chem. 112 1935 51 65
56. I. Sadowska-Bartosz, S. Galiniak, and G. Bartosz Kinetics of glycoxidation of bovine serum albumin by glucose, fructose and ribose and its prevention by food components Molecules 19 11 2014 18828 18849
57. H.N. Kirkman, and G.F. Gaetani Mammalian catalase: a venerable enzyme with new mysteries Trends Biochem. Sci. 32 2007 44 50
58. E.R. Stadtman Ascorbic acid and oxidative inactivation of proteins Am. J. Clin. Nutr. 54 Suppl. 6 1991 1125S 1128S
59. W.J. Lee The prospects of vitamin C in cancer therapy Immune Netw. 9 2009 147 152
60. J. Du, J.J. Cullen, and G.R. Buettner Ascorbic acid: chemistry, biology and the treatment of cancer Biochim. Biophys. Acta 1826 2012 443 457
61. J.M. May, Z. Qu, and J.D. Morrow Mechanisms of ascorbic acid recycling in human erythrocytes Biochim. Biophys. Acta 1528 2001 159 166
62. J.M. May, Z.C. Qu, and C.E. Cobb Human erythrocyte recycling of ascorbic acid: relative contributions from the ascorbate free radical and dehydroascorbic acid J. Biol. Chem. 279 2004 14975 14982
63. D. Su, J.M. May, M.J. Koury, and H. Asard Human erythrocyte membranes contain a cytochrome b561 that may be involved in extracellular ascorbate recycling J. Biol. Chem. 281 2006 39852 39859
64. T. Marar Amelioration of glucose induced hemolysis of human erythrocytes by vitamin E Chem. Biol. Int. 193 2011 149 153
65. S.K. Srivastava, and E. Beutler The transport of oxidized glutathione from human erythrocytes J. Biol. Chem. 244 1969 9 16
66. I. Ellison, and J.P. Richie Jr. Mechanisms of glutathione disulfide efflux from erythrocytes Biochem. Pharmacol. 83 2012 164 169
67. T.P. Akerboom, G. Bartosz, and H. Sies Low- and high-Km transport of dinitrophenyl glutathione in inside out vesicles from human erythrocytes Biochim. Biophys. Acta 1103 1992 115 119