An assay for Fe(II)/2-oxoglutarate-dependent dioxygenases by enzyme-coupled detection of succinate formation

Analytical Biochemistry

Volumn 353, Issue 1, 2006, Pages 69-74

  Luo, Lusong ^a   Pappalardi, Melissa B ^a   Tummino, Peter J ^a   Copeland, Robert A ^a   Fraser, Marie E ^b   Grzyska, Piotr K ^c   Hausinger, Robert P ^c,d  

^a GLAXOSMITHKLINE   (United States)

^b UNIVERSITY OF CALGARY   (Canada)

^c Michigan State University ^*  (United States)

^d Michigan State University   (United States)

Author keywords

2 Oxoglutarate; Dioxygenase; Hydroxylase; Ketoglutarate

Indexed keywords

AMINO ACIDS; CARBOXYLATION; ENZYMES; NUCLEOTIDES;

2-OXOGLUTARATE; DECARBOXYLATION REACTIONS; DIOXYGENASES; HIGH THROUGHPUT SCREENING; HYDROXYLASES; KETOGLUTARATE; LACTATE DEHYDROGENASE; NICOTINAMIDE ADENINE DINUCLEOTIDES;

IRON COMPOUNDS;

BACTERIAL ENZYME; DIOXYGENASE; FERROUS ION; LACTATE DEHYDROGENASE; NICOTINAMIDE ADENINE DINUCLEOTIDE; PYRUVATE KINASE; SUCCINIC ACID; SYNTHETASE;

ARTICLE; CATALYSIS; DECARBOXYLATION; DECOMPOSITION; ELECTRONICS; ENZYME ASSAY; HIGH THROUGHPUT SCREENING; KINETICS; OXIDATION; PRIORITY JOURNAL; TURNOVER TIME; WILD TYPE;

BACTERIA (MICROORGANISMS);

EID: 33646363016     PISSN: 00032697     EISSN: 10960309     Source Type: Journal    
DOI: 10.1016/j.ab.2006.03.033     Document Type: Article

References (28)

1. Hausinger R.P. Fe(II)/α-ketoglutarate-dependent hydroxylases and related enzymes. Crit. Rev. Biochem. Mol. Biol. 39 (2004) 21-68
2. Costas M., Mehn M.P., Jensen M.P., and Que Jr. L. Dioxygen activation at mononuclear nonheme iron active sites: enzymes, models, and intermediates. Chem. Rev. 104 (2004) 939-986
3. Trewick S.C., Henshaw T.F., Hausinger R.P., Lindahl T., and Sedgwick B. Oxidative demethylation by Escherichia coli AlkB directly reverts DNA base damage. Nature 419 (2002) 174-178
4. Schofield C.J., and Radcliffe P.J. Oxygen sensing by hydroxylases. Nat. Rev. Mol. Cell Biol. 5 (2004) 343-354
5. Kivirikko K.I., and Pihlajaniemi T. Collagen hydroxylases and the protein disulfide isomerase subunit of prolyl 4-hydroxylase. Adv. Enzymol. Rel. Areas Mol. Biol. 72 (1998) 325-398
6. Kershaw N.J., Caines M.E.C., Sleeman M.C., and Schofield C.J. The enzymology of clavam and carbapenem biosynthesis. Chem. Commun. (2005) 4251-4263
7. Prescott A.G., and John P. Dioxygenases: molecular structure and role in plant metabolism. Annu. Rev. Plant Physiol. Plant Mol. Biol. 47 (1996) 245-271
8. Vaz F.M., Ofman R., Westinga K., Back J.W., and Wanders R.J.A. Molecular and biochemical characterization of rat N-trimethyllysine hydroxylase, the first enzyme of carnitine biosynthesis. J. Biol. Chem. 276 (2001) 33512-33517
9. Fukumori F., and Hausinger R.P. Purification and characterization of 2,4-dichlorophenoxyacetate/α-ketoglutarate dioxygenase. J. Biol. Chem. 268 (1993) 24311-24317
10. Eichhorn E., van der Ploeg J.R., Kertesz M.A., and Leisinger T. Characterization of α-ketoglutarate-dependent taurine dioxygenase from Escherichia coli. J. Biol. Chem. 272 (1997) 23031-23036
11. Mukherji M., Schofield C.J., Wierzbicki A.S., Jansen G.A., Wanders R.J.A., and Lloyd M.D. The chemical biology of branched-chain lipid metabolism. Prog. Lipid Res. 42 (2003) 359-376
12. Smiley J.A., Kundracik M., Landfried D.A., Barnes Sr. V.R., and Axhemi A.A. Genes of the thymidine salvage pathway: thymine-7-hydroxylase from a Rhodotorula glutinis cDNA library and iso-orotate decarboxylase from Neurospora crassa. Biochim. Biophys. Acta. 1723 (2005) 256-264
13. 2-dependent halogenase. Proc. Natl. Acad. Sci. USA 102 (2005) 10111-10116
14. Vaillancourt F.H., Yeh E., Vosburg D.A., O'Conner S.E., and Walsh C.T. Cryptic chlorination by a non-haem iron enzyme during cyclopropyl amino acid biosynthesis. Nature 436 (2005) 1191-1194
15. Rhoads R.E., and Udenfriend S. Decarboxylation of α-ketoglutarate coupled to collagen proline hydroxylase. Proc. Natl. Acad. Sci. USA 60 (1968) 1473-1478
16. 14C] succinic acid on ion-exchange minicolumns. Biochem. J. 240 (1986) 617-619
17. 14C]succinate: application to prolyl hydroxylase. Anal. Biochem. 184 (1990) 291-297
18. McNeill L.A., Bethge L., Hewitson K.S., and Schofield C.J. A fluorescence-based assay for 2-oxoglutarate-dependent oxygenases. Anal. Biochem. 336 (2005) 125-131
19. Valle A.B., Panek A.D., and Mattoon J.R. Colorimetric determination of succinic acid using yeast succinate dehydrogenase. Anal. Biochem. 91 (1978) 583-599
20. Buck D., and Guest J.R. Overexpression and site-directed mutagenesis of the succinyl-CoA synthetase of Escherichia coli and nucleotide sequence of a gene (g30) that is adjacent to the suc operon. Biochem. J. 260 (1989) 737-747
21. Wolodko W.T., Fraser M.E., James M.N., and Bridger W.A. The crystal structure of succinyl-CoA synthetase from Escherichia coli at 2.5-Å resolution. J. Biol. Chem. 269 (1994) 10883-10890
22. Wolodko W.T., Kay C.M., and Bridger W.A. Active enzyme sedimentation, sedimentation velocity, and sedimentation equilibrium studies of succinyl-CoA synthetases of porcine heart and Escherichia coli. Biochemistry 25 (1986) 5420-5425
23. II/α-ketoglutarate dioxygenase, TauD. Biochem. Biophys. Res. Commun. 338 (2005) 191-197
24. Hogan D.A., Smith S.R., Saari E.A., McCracken J., and Hausinger R.P. Site-directed mutagenesis of 2,4-dichlorophenoxyacetic acid/α-ketoglutarate dioxygenase. Identification of residues involved in metallocenter formation and substrate binding. J. Biol. Chem. 275 (2000) 12400-12409
25. Grzyska P.K., Ryle M.J., Monterosso G.R., Liu J., Ballou D.P., and Hausinger R.P. Steady-state and transient kinetic analyses of taurine/α-ketoglutarate dioxygenase: effects of oxygen concentration, alternative sulfonates, and active site variants on the Fe(IV) intermediate. Biochemistry 44 (2005) 3845-3855
26. Liu A., Ho R.Y.N., Que Jr. L., Ryle M.J., Phinney B.S., and Hausinger R.P. Alternative reactivity of an α-ketoglutarate-dependent iron(II) oxygenase: enzyme self-hydroxylation. J. Am. Chem. Soc. 123 (2001) 5126-5127
27. 2- and α-ketoglutarate-dependent tyrosyl radical formation in TauD, an α-keto acid-dependent non-heme iron dioxygenase. Biochemistry 42 (2003) 1854-1862
28. Henshaw T.F., Feig M., and Hausinger R.P. Aberrant activity of the DNA repair enzyme AlkB. J. Inorg. Biochem. 98 (2004) 856-861