Tyrosine 8 contributes to catalysis but is not required for activity of rat liver glutathione S-transferase, 1-1

Protein Science

Volumn 5, Issue 6, 1996, Pages 1032-1042

  Wang, Jibo ^a   Barycki, Joseph J ^a   Colman, Roberta F ^a  

^a UNIVERSITY OF DELAWARE   (United States)

Author keywords

4 (fluorosulfonyl)benzoic acid; affinity labeling; glutathione S transferase

Indexed keywords

1 CHLORO 2,4 DINITROBENZENE; GLUTATHIONE TRANSFERASE; S HEXYLGLUTATHIONE;

AMINO ACID SEQUENCE; ARTICLE; BINDING SITE; CATALYSIS; ENZYME ACTIVITY; ENZYME BINDING; ENZYME SPECIFICITY; ENZYME SUBSTRATE; HYDROPHOBICITY; IONIZATION; MICHAELIS CONSTANT; PRIORITY JOURNAL; XENOBIOTIC METABOLISM;

EID: 0029941851     PISSN: 09618368     EISSN: None     Source Type: Journal    
DOI: 10.1002/pro.5560050606     Document Type: Article

References (40)

1. Armstrong RN. 1987. Enzyme-catalyzed detoxification reactions: Mechanisms and stereochemistry. CRC Crit Rev Biochem 22:39-88
2. Barycki JJ, Colman RF. 1993. Affinity labeling of glutathione S-transferase, isozyme 4-4, by 4-(fluorosulfonyl)benzoic acid reveals Try 115 to be an important determinant of xenobiotic substrate specificity. Biochemistry 32:13002-13011.
3. Benson AM, Hunkeler MJ, York JL. 1989. Mouse hepatic glutathione transferase isoenzymes and their differential induction by anticarcinogens. Biochem J 261:1023-1029.
4. 5-3-ketosteroid isomerase and the glutathione S-transferases of the liver. Proc Natl Acad Sci USA 74:158-162.
5. Bradford MM. 1976. A rapid and sensitive method for quantitation of microgram quantities of protein using the principle of protein-dye binding. Anal Biochem 72:248-254.
6. Cleland WW, Kreevoy MM. 1994. Low-barrier hydrogen bonds and enzymic catalysis. Science 264:1887-1890.
7. Cobb D, Boehart C, Lewis D, Armstrong RN. 1983. Stereoselectivity of isozyme C of glutathione S-transferase toward arene and azaarene oxides. Biochemistry 22:805-812.
8. Colman RF. 1990. Site-specific modifications of enzyme sites. In: Sigman DS, Boyer PD, eds. The enzymes, 3rd ed, vol 19. New York: Academic Press, Inc. pp 283-321.
9. 14C] in the benzoyl moiety. Anal Biochem 84:642-645.
10. Garcia-Saez I, Parraga A, Phillips MF, Mantle TJ, Coll M. 1994. Molecular structure at 1.8 Å of mouse liver class Pi glutathione S-transferase complexed with S-(p-nitrobenzyl)glutathione and other inhibitors. J Mol Biol 237:298-314.
11. Graminski GF, Kubo Y, Armstrong RN. 1989. Spectroscopic and kinetic evidence for the thiolate anion of glutathione at the active site of glutathione S-transferase. Biochemistry 28:3562-3568.
12. Habig WH, Pabst MJ, Jakoby WB. 1974. Glutathione S-transferases. The first step in mercapturic acid formation. J Biol Chem 249:7130-7139.
13. Hayes JD. 1988. Selective elution of rodent glutathione S-transferases and glyoxalase 1 from the S-hexyglutathione-Sepharose affinity matrix. Biochem J 255:913-922.
14. Hu L, Colman RF. 1995. Monobromobimane as an affinity label of the xenobiotic binding site of rat glutathione S-transferase 3-3 J Biol Chem 270:21875-21883.
15. Hulbert PB, Yakubu SI. 1983. Monobromobimane: A substrate for the fluorometric assay of glutathione transferase. J Pharm Pharmacol 35: 384-386.
16. Huskey SEW, Huskey WP, Lu AYH. 1991. Contributions of thiolate "desolvation" to catalysis by glutathione S-transferase isozymes 1-1 and 2-2: Evidence from kinetic solvent isotope effects. J Am Chem Soc 113:2283-2290.
17. Jensson H, Alin P, Mannervik B. 1985. Glutathione transferase isoenzymes from rat liver cytosol. Methods Enzymol 113:504-507.
18. Ji X, Von Rosenvinge EC, Johnson WW, Tomarev SI, Piatigorsky J, Armstrong RN, Gilliland GL. 1995. Three dimensional structure, catalytic properties, and evolution of a sigma class glutathione transferase from squid, a proaenitor of the lens S-crystallins of cephalopods. Biochemistry 34:5317-5328.
19. Ji X, Zhang P, Armstrong RN, Gilliland GL. 1992. The three-dimensional structure of a glutathione S-transferase from the mu gene class. Structural analysis of the binary complex of isoenzyme 3-3 and glutathione at 2.2 Å resolution. Biochemistry 31:10169-10184.
20. Kolm RH, Sroga GE, Mannervik B. 1992. Participation of the phenolic hydroxyl group of Try-8 in the catalytic mechanism of human glutathione transferase P1-1. Biochem J 285:537-540.
21. Lai HCJ, Li NQ, Weiss MJ, Reddy CC, Tu CPD. 1984. The nucleotide sequence of a rat liver glutathione S-transferase subunit cDNA clone. J Biol Chem 259:5536-5542.
22. 6-ethenoadenosine. Biochemistry 20:491-499.
23. Liu S, Zhang P, Ji X, Johnson WW, Gilliland GL, Armstrong RN. 1992. Contribution of tyrosine 6 to the catalytic mechanism of isoenzyme 3-3 of glutathione S-transferase. J Biol Chem 267:4296-4299.
24. Mannervik B. 1985. The isoenzymes of glutathione transferase. Adv Enzymol Relat Areas Mol Biol 56:357-417.
25. Mannervik B, Danielson UH. 1988. Glutathione transferases- structure and catalytic activity. CRC Crit Rev Biochem 23:283-337.
26. Meyer DJ, Lalor E, Coles B, Kispert A, Alin P, Mannervik B, Ketterer B. 1989. Single-step purification and h.p.l.c. analysis of glutathione transferase 8-8 in rat tissues. Biochem J 260:785-788.
27. Nishida M, Kong KH, Inoue H, Takahashi K. 1994. Molecular cloning and site-directed mutagenesis of glutathione S-transferase from Escherichia coli. The conserved tyrosyl residue near the N terminus is not essential for catalysis. J Biol Chem 269:32536-32541.
28. Penefsky HS. 1979. A centrifuged-column procedure for the measurement of ligant binding by beef heart F1. Methods Enzymol 56:527-530.
29. Pickett CB, Lu AYH. 1989. Glutathione S-transferases: Structure, regulation, and biological function. Annu Rev Biochem 58:743-764.
30. Pickett CB, Telakowski-Hopkins CA, Ding GJF, Argenbright L, Lu AYH. 1984. Rat liver glutathione S-transferases: Complete nucleotide sequence of a glutathione S-transferase mRNA and the regulations of the Ya, Yb, and Yc mRNAs by 3-methylcholanthrene and phenobarbital. J Biol Chem 259:5182-5188.
31. Raghunathan S, Chandross RJ, Kreisinger RH, Allison TJ, Pennington CJ, Rule GS. 1994 Crystal structure of human class mu glutathione transferase GSTM2-2. Effects of lattice packing on conformational heterogeneity. J Mol Biol 235:815-832.
32. Reinemer P, Dirr HW, Ladenstein R, Huber R, Lo Bello M, Federici G, Parker MW. 1992. Three-dimensional structure of class T glutathione S-transferase from human placenta in complex with S-hexygtutathione at 2.8 Å resolution. J Mol Biol 227:214-226.
33. Reinemer P, Dirr HW, Ladenstein R, Schaffer J, Gallay O, Huber R. 1991. Three-dimensional structure of class π glutathione in complex with glutathione sulfonate at 2.3 Å resolution. EMBO J 10:1997-2005
34. Saradambal KV, Bednar RA, Colman RF 1981. Lysine and tyrosine in the NADH inhibitory site of bovine liver glutamate dehydrogenase. J Biol Chem 256:11866-11872.
35. Sinning I, Kleywegt GJ, Cowan SW, Reinemer P, Dirr HW, Huber R, Gilliland GL, Armstrong RN, Ji X, Board PG, Olin B, Mannervik B, Jones TA. 1993. Structure determination and refinement of human alpha class glutathione transferase A1-1, and a comparison with Mu and Pi class enzymes. J Mol Biol 232:192-212.
36. Stenberg G, Board PG, Carlberg I, Mannervik B. 1991a. Effects of directed mutagenesis on conserved arginine residues in a human class Alpha glutathione transferase. Biochem J 274:549-555.
37. Stenberg G, Board PG, Mannervik B, 1991b. Mutation of an evolutionarily conserved tyrosine residue in the active site of a human class alpha glutathione transferase. FEBS Lett 293:153-155.
38. Wang RW, Newton DJ, Huskey SEW, Mckeever BM, Pickett CB, Lu AYH. 1992. Site-directed mutagenesis of glutathione S-transferase Ya Ya. Important roles of tyrosine 9 and aspartic acid 101 in catalysis. J Biol Chem 267:19866-19871.
39. Wang RW, Newton DJ, Johnson AR, Pickett CB, Lu AYH. 1993. Site-directed mutagenesis of glutathione S-transferase Ya Ya. Mapping the glutathione-binding site. J Biol Chem 265:23981-23985.
40. Wilce MCJ, Parker MW. 1994. Structure and function of glutathione S-transferase. Biochim Biophys Acta 1205:1-18.