High-affinity binding of fatty acyl-CoAs and peroxisome proliferator-CoA esters to glutathione S-transferases. Effect on enzymatic activity

European Journal of Biochemistry

Volumn 266, Issue 1, 1999, Pages 143-150

  Silva, Cecilia ^a   Loyola, Gloria ^a   Valenzuela, Rodrigo ^a   Garcia Huidobro, Tea ^a   Monasterio, Octavio ^b   Bronfman, Miguel ^a  

^a PONTIFICIA UNIVERSIDAD CATÓLICA DE CHILE   (Chile)

^b UNIVERSITY OF CHILE   (Chile)

Author keywords

Acyl CoA binding; Glutathione transferase; Peroxisome proliferators

Indexed keywords

1 CHLORO 2,4 DINITROBENZENE; ACYL COENZYME A; BINDING PROTEIN; COENZYME A; GLUTATHIONE; GLUTATHIONE TRANSFERASE; NAFENOPIN; PEROXISOME PROLIFERATOR; XENOBIOTIC AGENT;

ARTICLE; BINDING AFFINITY; ENZYME ACTIVITY; ENZYME BINDING; ENZYME INHIBITION; HUMAN; LIVER CELL; NONHUMAN; PRIORITY JOURNAL; RAT; SIGNAL TRANSDUCTION; XENOBIOTIC METABOLISM;

ACYL COENZYME A; ANIMALS; GLUTATHIONE TRANSFERASE; HUMANS; LIVER; PEROXISOME PROLIFERATORS; PROTEIN BINDING; PROTEIN ISOFORMS; RATS; RECOMBINANT FUSION PROTEINS;

EID: 0033571697     PISSN: 00142956     EISSN: None     Source Type: Journal    
DOI: 10.1046/j.1432-1327.1999.00838.x     Document Type: Article

References (35)

1. 1. Færgeman, N.J. & Knudsen, J. (1997) Role of long-chain fatty acyl-CoA esters in the regulation of metabolism and in cell signaling. Biochem. J. 323, 1-12.
2. 2. Raman, N. & DiRusso, C.C. (1995) Analysis of acyl coenzyme A binding to the transcription factor FadR and identification of amino acid residues in the carboxyl terminus required for ligand binding. J. Biol. Chem. 270, 1092-1097.
3. 3. Li, Q., Yamamoto, N., Morizawa, S. & Inoue, A. (1993) Fatty acyl-CoA binding activity of the nuclear thyroid hormone receptor. J. Cell. Biochem. 51, 458-464.
4. 4. Hertz, R., Magenheim, J., Berman, I. & Bar-Tana, J. (1998) Fatty acyl-CoA thioesters are ligands of hepatic nuclear factor-4alpha. Nature 392, 512-516.
5. 5. Bronfman, M., Amigo, L. & Morales, M.N. (1986) Activation of Hypolipidemic drugs to acyl-coenzyme A thioesters. Biochem. J. 239, 781-784.
6. 6. Bronfman, M., Morales, M.N., Amigo, L., Orellana, A., Nuñez, L., Cardenas, L. & Hidalgo, P.C. (1992) Hypolipidaemic drugs are activated to acyl-Coenzyme A esters in isolated hepatocytes. Detection of drug activation by human liver homogenates and by human platelets. Biochem. J. 284, 289-295.
7. 7. Bronfman, M. (1993) Possible role of CoASH esters on xenobiotic-induced peroxisomal proliferation and non-genotoxic carcinogenesis. In Peroxisomes. Biology and Importance in Toxicology and Medicine (G. Gibson & B. Lake, eds), pp. 217-246. Taylor & Francis Ltd, London, UK.
8. 8. Bronfman, M., Nuñez, L., Orellana, A., Burzio, V. & Hidalgo, P. (1996) Peroxisomal proliferators and signal transduction. Ann. N.Y. Acad. Sci. 804, 403-412.
9. 9. Hawkins, J.M., Jones, W.E., Bonner, F.W. & Gibson, G.G. (1987) The effect of peroxisome proliferators on microsomal, peroxisomal, and mitochondrial enzyme activities in the liver and kidney. Drug. Metab. Rev. 18, 441-515.
10. 10. Bronfman, M., Orellana, A., Morales, M.N., Bieri, F., Waechter, F., Stäubli, W. & Bentley, P. (1988) Diacylglycerol activation of protein kinase C is modulated by long-chain acyl-CoA. Biochem. Biophys. Res. Commun. 159, 1026-1031.
11. 11. Orellana, A., Hidalgo, P., Morales, M.N., Mezzano, D. & Bronfman, M. (1990) Palmitoyl-CoA and the acyl-CoA thioester of the carcinogenic peroxisome-proliferator ciprofibrate potentiate diacylglycerol-activated protein kinase C by decreasing the phosphatidylserine requirement of the enzyme. Eur. J. Biochem. 190, 57-61.
12. 12. Morgan, C. & Bronfman, M. (1995) Saturable binding sites for the coenzyme A esters of nafenopin, a peroxisome proliferator, in rat liver cytosol. Xenobiotica 12, 1293-1300.
13. 13. Mannervik, B. &Danielson, U.H. (1988) Glutathione transferases -structure and catalytic activity. Crit. Rev. Biochem. Mol. Biol. 23, 238-337.
14. 14. Listowsky, I., Abramovitz, M., Homma, H. &Niitsu, Y. (1988) Intracellular binding and transport of hormones and xenobiotics by glutathione S-transferases. Drug Met. Rev. 19, 305-318.
15. 15. Hayes, J.D. & Pulford, D.J. (1995) The glutathiones S-transferase supergene family: regulation of GST and the contribution of the isoenzymes to cancer chemoprotection and drug resistance. Crit. Rev. Biochem. Mol. Biol. 30, 445-600.
16. 16. Ketterer, B., Ross-Mansell, P. & Whitehead, J.K. (1967) The isolation of carcinogen-binding proteins from the liver of rats given 4-dimethylaminoazobenzene. Biochem. J. 103, 316-324.
17. 17. Litwack, G., Ketterer, B. & Arias, I.M. (1971) Ligandin: a hepatic protein which binds steroids, bilirubin, carcinogens and a number of exogenous organic anions. Nature 234, 466-467.
18. 18. Jacoby, W.B. & Keen, J.H. (1977) A triple-threat in detoxification: the glutathione S-transferases. Trends Biochem. Sci. 2, 229-231.
19. 19. Pemble, S.E., Wardie, A.F. & Taylor, J.B. (1996) Glutathione S-transferase class kappa: characterization by the cloning of rat mitochondrial GST and identification of a human homologue. Biochem. J. 319, 749-754.
20. 20. Board, P.G., Baker, R.T., Chelvanayagan, G. & Jermiin, L.S. (1997) Zeta, a novel class of glutathione transferases in a range of species from plants to humans. Biochem. J. 328, 929-935.
21. 21. Mannervik, B. & Jensson, H. (1982) Binary combinations of four protein subunits with different catalytic specificities explain the relationship between six basic glutathione S-transferases in rat liver cytosol. J. Biol. Chem. 257, 9909-9912.
22. 22. Danielson, U.H. & Mannervik, B. (1985) Kinetic independence of the subunits of cytosolic glutathione transferases from the rat. Biochem. J. 231, 263-267.
23. 23. Habig, W.H., P. Abstract, M.J. & Jacoby, W. (1974) Glutathione S-transferases. The first enzymatic step in mercapturic acid formation. J. Biol. Chem. 249, 7130-7139.
24. 24. Alin, P., Jenseen, H., Guthenberg, C., Danielson, U.H., Tahir, M.K. & Mannervik, B. (1985) Purification of major basic glutathione transferases isoenzymes from rat liver by use of affinity chromatography and fast protein liquid chromatofocusing. Anal. Biochem. 146, 313-320.
25. 25. Tahir, M.K., Ozer, N. & Mannervik, B. (1988) Isoenzymes of glutathione transferase in rat liver small intestine. Biochem. J. 253, 759-764.
26. 26. Kawaguchi, A., Yoshimura, T. & Okuda, S. (1981) A new method for the preparation of acyl-CoA thioesters. J. Biochem. (Toyko) 89, 337-339.
27. 27. Hartl, F., T. Roskoski, R., Rosendahl, M.S. & Leonard, N.J. (1983) Adenosine cyclic 3′,5′-monophosphate dependent protein kinase: interaction of the catalytic subunit and holoenzyme with linbenzoadenine nucleotides. Biochemistry 22, 2347-2352.
28. 28. Bhatnagar, D., Glass, D.B., Roskoski, R., Lessor, R.A. & Leonard, N.J. (1988) Synthetic peptide analogues differentially alter the binding affinities of cyclic nucleotide dependent protein kinases for nucleotide substrates. Biochemistry 27, 1988-1994.
29. 29. Lowry, O.H., Rosebrough, N.J., Farr, A.L. & Randall, R.J. (1951) Protein measurement with the Folin phenol reagent. J. Biol. Chem. 193, 265-275.
30. 30. Laemmli, U.K. (1970) Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227, 680-685.
31. 31. Timasheff, S.N. (1993) The control of protein stability and association by weak interactions with water: how do solvents affect these processes? Annu. Rev. Biophys. Biomol. Struct. 22, 67-69.
32. 32. Ostlund Farrants, A.K., Meyer, D.J., Coles, B., Southan, C., Aitken, A., Johnson, P., J. & Ketterer, B. (1987) The separation of glutathione transferase subunits by using reverse-phase high-pressure liquid chromatography. Biochem. J. 245, 423-428.
33. 33. Hales, B.F., Jaeger, V. & Neims, A.H. (1978) Isoelectric focusing of glutathione S-transferases from rat liver and kidney. Biochem. J. 175, 937-943.
34. 34. Schjerling, C.K., Hummel, R., Hansen, J.K., Børsting, C., Mikkelsen, J.M., Kristiansen, K. & Knudsen, J. (1996) Disruption of the gene encoding the acyl-CoA-binding protein (ACB1) perturbs acyl-CoA metabolism in Saccharomyces cerevisiae. J. Biol. Chem. 271, 22514-22521.
35. 35. Bass, N.M. (1988) The cellular fatty acid binding proteins: aspects of structure, regulation and function. Int. Rev. Cytology 3, 143-184.