Methylglyoxal detoxification by glyoxalase system: A survival strategy during environmental stresses

Physiology and Molecular Biology of Plants

Volumn 11, Issue 1, 2005, Pages 1-11

  Yadav, Sudesh Kumar ^a   Singla Pareek, Sneh L ^a   Reddy, M K ^a   Sopory, S K ^a  

^a INTERNATIONAL CENTRE FOR GENETIC ENGINEERING AND BIOTECHNOLOGY ICGEB   (India)

Author keywords

[No Author keywords available]

Indexed keywords

BACTERIA (MICROORGANISMS); EUKARYOTA; FUNGI; PROTOZOA;

EID: 17144395603     PISSN: 09715894     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (83)

1. Abordo, E.A., Minhas, H.S. and Thornalley, P.J. (1999). Accumulation of alpha-oxoaldehydes during oxidative stress: a role in cytotoxicity. Biochem. Pharmacol., 58 : 641-648.
2. Ackerman, R.S., Cozzarelli, N.R. and Epstein, W. (1974). Accumulation of toxic concentrations of methylglyoxal by wild-type Escherichia coli K12. J. Bacteriol., 119 : 357-362.
3. Albery, W.J. and Knowles, J.R. (1976). Evolution of enzyme function and the development of catalytic efficiency. Biochem., 15 : 5631-5640.
4. Allen, R.E., Lo, T.W.C. and Thornalley, P.J. (1993). A simplified method for the purification of human red blood cell glyoxalase I. characterization, immunoblotting and inhibitor studies. J. Protein. Chem., 12 : 111-119.
5. Bagga, S., Das, R. and Sopory, S.K. (1987). Inhibition of cell proliferation and glyoxalase I activity by calmodulin inhibitors and lithium in Brassica oleracea. J. Plant Physiol., 129 : 149-153.
6. Baskaran, S. and Balasubramanian, K.A. (1990). Effect of methylglyoxal on protein thiol and amino groups in isolated rat enterocytes and colonocytes and activity of various brush border enzymes. Indian J. Biochem. Biophys., 27 : 13-17.
7. Bito, A., Haider, M., Briza, P., Strasser, P. and Breitenbach, M. (1999). Hetrologous expression, purification and kinetic comparison of the cytoplasmatic and mitochondrial glyoxalase II enzymes, Glo2p and Glo4p, from Saccharomyces cerevisiae. Prot. Expt. Purif., 17 : 456-464.
8. Bito, A., Haider, M., Hadler, I. and Breitenbach, M. (1997). Identification and phenotypic analysis of two glyoxalase II encoding genes from Saccharomyces cerevisiae, GLO2 and GLO4, and intracellular localization of the corresponding proteins. J. Biol. Chem., 272 : 690-694.
9. Booth, I.R., Ferguson, G.P., Miller, S., Li, C., Gunasekera, B. and Kinghorn, S. (2003). Bacterial production of methylglyoxal: a survival strategy or death by misadventure? Biochem. Soc. Trans., 31 : 1406-1408.
10. Chakravarty, P.K., Ghosh, S.K. and Sinha, D.K. (1991). Pregnancy-induced cytotoxicity of splenocytes against mammary tumor cells in rats. Oncology, 48 : 425-30.
11. Chakravarty, T.N. and Sopory, S.K. (1990). Light stimulated cell proliferation and glyoxalase I activity in callus cultures of Amaranthus paniculatus. In: Progress in Plant Cellular and Molecular Biology. (eds, Nijkamp, H.J.J., Vanderplas, L.H.W. and Asrtrijk, V.J.), Kluwer Academic, Dordrecht pp. 379-384.
12. Chia, L.S., Mayfield, C.I. and Thompson J.E. (1984). Simulated acid rain induces lipid peroxidation and membrane damage in foliage. Plant Cell Environ., 7 : 333-338.
13. Choudhary, D., Chandra, D. and Kale, R.K. (1997). Influence of methylglyoxal on antioxidant enzymes and oxidative damage. Toxico. Lett., 93 : 141-152.
14. Clugston, S.L. and Honek, J.F. (2000). Identification of sequences encoding the detoxification metalloisomerase glyoxalase I in microbial genomes from several pathogenic organisms. J. Mol. Evol., 50 : 491-5.
15. Cooper, R.A. (1984). Metabolism of methylglyoxal in microorganism. Ann. Rev. Microbiol., 38 : 49-68.
16. Dakin, H.D. and Dudley, H.W. (1913). An enzyme concerned with the formation of hydroxyl acids from ketonic aldehydes. J. Bio. Chem., 14 : 155-157.
17. Deswal, R. and Sopory, S.K. (1991). Purification and partial characterization of glyoxalase I from a higher plant B. juncea. FEBS Lett., 282 : 277-280.
18. Deswal, R. and Sopory, S.K. (1998). Biochemical and immunochemical characterization of Brassica juncea glyoxalase I. Phytochem., 49 : 2245-2253.
19. Deswal, R., Chakravarty, T.N. and Sopory, S.K. (1993). The glyoxalase system in higher plants: regulation in growth and differentiation. Biochem. Soc. Trans., 21 : 527-530.
20. Dhindsa, R.S., Plumb-Dhindsa, P. and Thorpe, T.A. (1981). Leal senescence: correlated with increased levels of membrane permeability and lipid peroxidation, and decreased levels of superoxide dismutase and catalase. J. Expt. Bot., 32 : 93-101.
21. Elliott, H.W. (1960). Methylglyoxal formation from aminoacetate by oxplasma. Nature, 185 : 467-468.
22. Espartero, J., Sanchez-Aguayo, I. and Pardo, J.M. (1995). Molecular characterization of glyoxalase I from a higher plant: upregulation by stress. Plant Mol. Biol., 29 : 1223-1233.
23. + uptake system Kdp sensitizes cells of Escherichia coli to methylglyoxal. J. Bacteriol., 178 : 3957-3961.
24. Ferguson, G.P., Totemeyer, S., MacLean, M.J. and Booth, I.R. (1998). Methylglyoxal production in bacteria: suicidal or survival? Arch. Microbiol., 170 : 209-218.
25. Fraval, H.N. and McBrien, D.C. (1980). The effect of methyl glyoxal on cell division and the synthesis of protein and DNA in synchronous and asynchronous cultures of Escherichia coli B/r. J. Gen. Microbiol., 117 : 127-34.
26. Freedberg, W.B., Kistler, W.S. and Lin, E.C.C. (1971). Lethal synthesis of methylglyoxal by Escherichia coli during unregulated glycerole metabolism. J. Bacteriol., 108 : 137-144.
27. Frickel, E. M., Jemth, P., Widersten, M. and Mannervik, B. (2001). Yeast glyoxalase I is a monomeric enzyme with two active sites. J. Biol. Chem., 276 : 1845-1849.
28. Grant, A.W., Steel, G., Waugh, H. and Ellis, E.M. (2003). A novel aldo-keto reductase from Escherichia coli can increase resistance to methylglyoxal toxicity. FEMS Microbiol. Lett., 218 : 93-99.
29. Guha, M.K., Vander Jagt, D.L. and Creighton, D.J. (1988). Diffusion-dependent rates for the hydrolysis reaction catalyzed by glyoxalase II from rat erythrocytes. Biochem., 27 : 8818-8822.
30. Hideg, E., Nagy, T., Oberschall, A., Dudits, D. and Vass, I. (2003). Detoxification function of aldose/aldehyde reductase during drought and ultraviolet-B (280-320) stresses. Plant Cell Environ., 26 : 513-522.
31. Hodges, P.E., McKee, A.H., Davis, B.P., Payne, W.E. and Garrels, J.I. (1999). The Yeast Proteome Database (YPD): a model for the organization and presentation of genome-wide functional data. Nucleic Acids Res., 27 : 69-73.
32. Hopkins, F.G. and Morgan, E.J. (1945). On the distribution of glyoxalase and glutathione. Biochem. J., 128 : 321-329.
33. Hopper, D.J. and Cooper, R.A. (1971). The regulation of Escherichia coli methylglyoxal synthase: a new control site in glycolysis? FEBS Lett., 13 : 213-216.
34. Inoue, Y. and Kimura, A. (1996). Identification of the structural gene for glyoxalase I from Sccharomyces cerevisiae. J. Biol. Chem., 271 : 25958-25965.
35. Jain, M., Choudhary, D., Kale, R.K. and Bhalla-Sarin, N. (2002). Salt- and glyphosate-induced increase in glyoxalase I activity in cell lines of groundnut (Arachis hypogaea). Physiol. Plant., 114 : 499-505.
36. Kalapos, M.P. (1999). On the promine/retine theory of cell division: now and then. Biochim. Biophys. Acta, 1426 : 1-16.
37. Kalapos, M.P., Scaff, Z.S., Garzo, T., Antonie, F. and Mandl, J. (1991). Accumulation of phenols in isolated hepatocytes after pretreatment with methylglyoxal. Toxicol Lett., 58 : 181-191.
38. Kondoh, Y., Kawase, M., Kawakami, Y. and Ohmori, S. (1992). Concentrations of D-lactate and its related metabolic intermediates in liver, blood, and muscle of diabetic and starved rats. Res. Exp. Med., 192 : 407-414.
39. Leoncini, G., Maresca, M. and Bonsignore, A. (1980). The effect of methylglyoxal on the glycolytic enzymes. FEBS Lett., 117 : 17-8.
40. + efflux system in Escherichia coli. Mol. Microbiol., 27 : 563-571.
41. Maiti, M.K., Krishnasamy, S., Owen, H.A. and Makaroff, C.A. (1997). Molecular characterization of glyoxalase II from Arabidopsis thaliana. Plant Mol. Biol., 35 : 471-81.
42. Marmstal, E., Aronsson, A.C. and Mannervik, B. (1979). Comparison of glyoxalase I from yeast (S. cerevisiae) with the enzyme from mammalian sources. Biochem. J., 183 : 23-30.
43. Martins, A.M.T.B.S., Cordeiro, C.A.A. and Freire, A.M.J.P. (2001). In situ analysis of methylglyoxal metabolism in Saccharomyces cerevisiae. FEBS Lett., 499 : 41-44.
44. Milligan, L.P. and Baldwin, R.L. (1967). The conversion of acetoacetate to pyruvaldehyde. J. Biol. Chem., 242 : 1095-1101.
45. Misra, K., Banerjee, A.B., Ray, S. and Ray, M. (1995). Gyoxalase III from Escherichia coli: a single novel enzyme for the conversion of methylglyoxal into D-lactate without reduced glutathione. Biochem. J., 305 : 999-1003.
46. Murata, K., Fukuda, Y., Shimosaka, M., Watanabe, K., Saikusa T. and Kimura, A. (1985). Metabolism of 2-oxoaldehyde in yeasts. J. Biochem., 151 : 631-636.
47. Neuberg, C. (1913). The destruction of lactic aldehyde and methylglyoxal by animal organs. Biochem. J., 49 : 502-506.
48. Norton, S.J., Principato, C.B., Talesa, V., Lupattelli, M. and Rosi, G. (1989). Glyoxalase II from Zea mays: properties and inhibition study of the enzyme purified by use of a new affinity ligand. Enzyme, 42 : 189-96.
49. Norton, S.J., Talesa, V., Yuan, W.S. and Principato, G.B. (1990). Glyoxalase I and glyoxalase II from Aloe vera: purification, characterization and comparision with animal glyoxalases. Biochem. Int., 22 : 411-418.
50. Oberschall, A., Deak, M., Torok, K., Sass, L., Vass, I., Kovacs, I., Feher, A., Dudits, D. and Horvath, G.V. (2000). A novel aldose/aldehyde reductase protects transgenic plants against lipid peroxidation under chemical and drought stresses. Plant J., 24 : 437-446.
51. Paulus, C., Knollner, B. and Jacobson, H. (1993). Physiological and biochemical characterization of glyoxalase I, a general marker for cell proliferation, from a soybean cell suspension. Planta, 189 : 561-566.
52. Penninckx, M.J., Japers, C.J. and Legrain, M.J. (1983). The glutathione-dependent glyoxalase pathway in yeast Saccharomyces cerevisae. A vital defence line against methylglyoxal producing during glycerol catabolism. J. Biol. Chem., 258 : 6030-6038.
53. Rae, C., Berners-Price, S.J., Bulliman, B.T. and Kuchel, P.W. (1990). Kinetic analysis of the human erythrocyte glyoxalase system using NMR and a computer model. Eur. J. Biochem., 193 : 83-90.
54. Rae, C., Board, P.G. and Kuchel, P.W. (1991). Glyoxalase 2 deficiency in the erythrocyte of a horse: 1H NMR studies of enzyme kinetics and transport of S-lactoylglutathione. Arch. Biochem. Biophys., 292 : 291-299.
55. Ramaswamy, O. (1982). Role of glyoxalase I in higher plants. Ph.D. thesis Jawaharlal Nehru University, New Delhi.
56. Ramaswamy, O., Guha-Mukherjee, S. and Sopory, S.K. (1983). Presence of glyoxalase I in pea. Biochem. Int., 7 : 307-318.
57. Ramaswamy, O., Guha-Mukherjee, S. and Sopory, S.K. (1984). Correlation of glyoxalase I activity with cell proliferation in Datura callus culture. Plant Cell Report, 3 : 121-124.
58. Ray, M. and Ray, S. (1987). Aminoacetate oxidase from goat liver. J. Biol. Chem., 262 : 5974-5977.
59. Reeves, R.E. and Sols, A. (1973). Regulation of Escherichia coli phosphofructokinase in situ. Biochem. Biophys. Res. Commun., 50 : 459-66.
60. Richard, J.P. (1984). Acid-base catalysis of the elimination and isomerization reactions of triose phosphates. J. Am. Chem. Soc., 106 : 4926-4936.
61. Richard, J.P. (1993). Mechanism for the formation of methylglyoxal from triosephosphates. Biochem. Soc. Trans., 21 : 549-553.
62. Ridderstrom, M. and Mannervik, B. (1996). Optimized heterologous expression of the human zinc enzyme glyoxalase I. Biochem. J., 314 : 463-7.
63. Ridderstrom, M. and Mannervik, B. (1997). Molecular cloning and characterization of the thiolesterase glyoxalase II from Arabidopsis thaliana. Biochem. J., 322 : 449-54.
64. Rudolph, F. B. and Fromm, H.J. (1996). Plotting methods for analyzing enzyme rate data. In: Contemporary Enzyme Kinetics and Mechanism (ed, Purich, D.L.), Academic Press, San Diego, USA pp. 89-109.
65. Scaife, J.F. (1969). Mitotic inhibition induced in human kidney cells by methylglyoxal and kethoxal. Experientia, 25 : 178-179
66. Sellin, S., Eriksson, L.E.G., Aronsson, A.C. and Mannervik, B. (1983). Octahedral metal coordination in the active site of glyoxalase as evidenced by properties of Co(II)-glyoxalase I. J. Biol. Chem., 258 : 2091-2093.
67. Seraj, Z.I., Sarker, A.B. and Islam, A.S. (1992). Plant regeneration in a jute species (C. capsularis) and its possible relationship with glyoxalase-I. Plant Cell Rep., 12 : 29-33.
68. Sethi, U., Basu, A. and Guha-Mukherjee, S. (1988). Control of cell proliferation and differentiation by regulating polyamine biosynthesis in cultures of Brassica and its correlation with glyoxalase I activity. Plant Sci., 56 : 167-175.
69. Shih, M.J., Edinger, J.W. and Creighton, D.J. (1997). Diffusion-dependent kinetic properties of glyoxalase I and estimates of the steady-state concentrations of glyoxalase-pathway intermediates in glycolyzing erythrocytes. Eur. J. Biochem., 244 : 852-857.
70. Singla-Pareek, S.L., Reddy, M.K. and Sopory, S.K. (2003). Genetic engineering of the glyoxalase pathway in tobacco leads to enhanced salinity tolerance. Proc. Nat. Acad. Sci. USA, 100 : 14672-14677.
71. Smits, M.M. and Johnson, M.A. (1981). Methylglyoxal: enzyme distributions relative to its presence in Douglas-fir needles and absence in Douglas-fir needle callus. Arch. Biochem. Biophy., 208 : 431-439.
72. Sudesh Kumar, Singla-Pareek, S.L., Reddy, M.K. and Sopory, S.K. (2003). Glutathione: biosynthesis, homeostasis and its role in abiotic stresses. J. Plant Biol., 30 : 179-187.
73. Talesa, V., Rosi, G., Contenti, S., Mangiabene, C., Lupattelli, M., Norton, S.J., Giovannini, E. and Principato, G.B. (1990). Presence of glyoxalase II in mitochondria from spinach leaves: comparison with the enzyme from cytosol. Biochem. Int., 22 : 1115-20.
74. Thornalley, P.J. (1996). Pharmacology of methylglyoxal: formation, modification of proteins and nucleic acids, and enzymatic detoxification- a role in pathogenesis and antiproliferative chemotherapy. Gen. Pharmacol., 27 : 565-573.
75. Thornalley, P.J. (1998). Glutathione-dependent detoxification of α-oxoaldehyde by the glyoxalase system: involvement in disease mechanisms and antiproliferative activity of glyoxalase I inhibitors. Chem. Biol. Ints., 111-112 : 137-151.
76. Thornalley, P.J. (2003). Glyoxalase I- structure, function and a critical role in the enzymatic defence against glycation. Biochem. Soc. Trans., 31 : 1343-1348.
77. Totemeyer, S., Booth, N.A., Nichols, W.W., Dunbar, B. and Booth, I.R. (1998). From famine to feast: the role of methylglyoxal production in Escherichia coli. Mol. Microbiol., 27 : 553-562.
78. Umeda, M., Hara, C., Matsubayashi, Y., Li, H.H., Liu, Q., Tadokoro, F., Aotsuka, S. and Uchimiya, H. (1994). Expressed sequence tags from cultured cells of rice (oryza sativa L.) under stressed conditions: analysis of transcripts of genes engaged in ATP-generating pathways. Plant Mol. Biol., 25 : 469-478.
79. Uotila, L. (1989). Glutathione thiol esterases. In: Glutathione: Chemical, Biochemical and Medical Aspects, Coenzymes and Cofactors (eds, Dolphin, D., Poulson, R. and Avramovic, O.) Vol 3, Part A, Wiley-Interscience, New York pp 767-804.
80. Vander Jagt, D.L., Kolb, N.S., Vander Jagt, T.J., Chino, J., Martinez, F.J., Hunsaker, L.A and Royer, R.E. (1995). Substrate specificity of human aldose reductase. Identification of 4-hydroxynonenal as an endogenous substrate. Biochem. Biophys. Acta, 1249 : 117-126.
81. Veena, Reddy, V.S. and Sopory, S.K. (1999). Glyoxalase I from Brassica juncea: molecular cloning, regulation and its over-expression confer tolerance in transgenic tobacco under stress. Plant J., 17 : 385-395.
82. Yang, K.W., Sobieski, D.N., Carenbauer, A.L., Crawford, P.A. Crowder, M.W. and Makaroff, C.A. (2003). Explaining the inhibition of glyoxalase II by 9-fluorenylmethoxycarbonyl-protected glutathione derivatives. Arch. Biochem. Biophys., 414 : 271-278.
83. Zang, T.M., Hollman, D.A., Crawford, P.A., Crowder, M.W. and Makaroff, C.A. (2000). Arabidopsis glyoxalase II contains a zinc/iron binuclear metal center that is essential for substrate binding and catalysis. J. Biol. Chem., 276 : 4788-4795.