Mechanistic and structural analysis of human spermidine/spermine N 1-acetyltransferase

Biochemistry

Volumn 46, Issue 24, 2007, Pages 7187-7195

  Hegde, Subray S ^a   Chandler, Jonathan ^b   Vetting, Matthew W ^a   Yu, Michael ^a   Blanchard, John S ^a  

^a ALBERT EINSTEIN COLLEGE OF MEDICINE   (United States)

^b Pelham Memorial High School   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EUKARYOTIC CELLS; POLYAMINE; SPERMIDINE; SPERMINE;

ACETYLATION; AMINES; COENZYMES; CONFORMATIONS; DRUG PRODUCTS; ENZYME INHIBITION; ESCHERICHIA COLI;

ENZYME KINETICS;

ACETYL COENZYME A; ACYLTRANSFERASE; GLUTAMIC ACID; POLYAMINE; SPERMIDINE; SPERMIDINE SPERMINE N1 ACETYLTRANSFERASE; SPERMINE; TYROSINE; UNCLASSIFIED DRUG;

AMINO ACID SEQUENCE; ARTICLE; CANCER; CATALYSIS; CRYSTAL STRUCTURE; ENZYME INHIBITION; ENZYME KINETICS; ENZYME MECHANISM; ESCHERICHIA COLI; EUKARYOTIC CELL; HUMAN; IONIZATION; PH; PKA; PRIORITY JOURNAL; PROTEIN EXPRESSION; STRUCTURE ANALYSIS;

ACETYL COENZYME A; ACETYLTRANSFERASES; BASE SEQUENCE; CRYSTALLOGRAPHY, X-RAY; DNA, COMPLEMENTARY; HUMANS; HYDROGEN-ION CONCENTRATION; KINETICS; MODELS, MOLECULAR; PROTEIN CONFORMATION; RECOMBINANT PROTEINS; SPERMINE; SUBSTRATE SPECIFICITY;

ESCHERICHIA COLI; EUKARYOTA;

EID: 34250874505     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi700256z     Document Type: Article

References (38)

1. Casero, R. A., Jr., Celano, P., Ervin, S. J., Applegren, N. B., Wiest, L., and Pegg, A. E. (1991) Isolation and characterization of a cDNA clone that codes for human spermidine/spermine N1-acetyltransferase, J. Biol. Chem. 266, 810-814.
2. Pegg, A. E. (1986) Recent advances in the biochemistry of polyamines in eukaryotes, Biochem. J. 234, 249-262.
3. Pegg, A. E. (1998) Polyamine metabolism and its importance in neoplastic growth and a target for chemotherapy, Cancer Res. 48, 759-774.
4. Moinard, C., Cynober, L., and de Bandt, J. (2005) Polyamines: Metabolism and implications in human diseases, Clin. Nutr. 24, 184-197.
5. Morrison, L. D., and Kish, S. J. (1995) Brain polyamine levels are altered in Alzheimer's disease, Neurosci. Lett. 197, 5-8.
6. Russell, D. H., Rosenblum, M. G., Beckerman, R. C., Durie, B. G., Taussig, L. M., and Barnett, D. R. (1979) Altered polyamine metabolism in cystic fibrosis, Pediatr. Res. 13, 1137-1140.
7. 14C]spermidine, Science 200, 1496-1497.
8. Russell, D. H. (1971) Increased polyamine concentrations in the urine of human cancer patients, Nat. New Biol. 233, 144-145.
9. Russell, D. H. (1972) Effects of methotrexate and cytosine arabinoside on polyamine metabolism in a mouse L1210 leukemia, Cancer Res. 32, 2459-2462.
10. Janne, J., Poso, H., and Raina, A. (1978) Polyamines in rapid growth and cancer, Biochim. Biophys. Acta 473, 241-293.
11. Casero, R. A., Jr., Ervin, S. J., Celano, P., Baylin, S. B., and Bergeron, R. J. (1989) Differential response to treatment with the bis(ethyl)polyamine analogues between human small cell lung carcinoma and undifferentiated large cell lung carcinoma in culture, Cancer Res. 49, 639-643.
12. Bernacki, R. J., Bergeron, R. J., and Porter, C. W. (1992) Antitumor activity of N,N′-bis(ethyl) spermine homologues against human MALME-3 melanoma xenografts, Cancer Res. 52, 2424-2430.
13. Seiler, N. (2004) Catabolism of polyamines, Amino Acids 26, 217-233.
14. 1-acetyltransferase-the turning point in polyamine metabolism, FASEB J. 7, 653-661.
15. 1-acetyltransferase purified from cultured melanoma cells, Arch. Biochem. Biophys. 284, 238-244.
16. Zhu, Y. Q., Zhu, D. Y., Yin, L., Zhang, Y., Vonrhein, C., and Wang, D. C. (2006) Crystal structure of human spermidine/spermine N1-acetyltransferase (hSSAT): The first structure of a new sequence family of transferase homologous superfamily, Proteins 63, 1127-1131.
17. 1-acetyltransferase, a potential therapeutic drug target, Proc. Natl. Acad. Sci. U.S.A. 103, 2063-2068.
18. Yu, M., Magalhães, M. L., Cook, P. F., and Blanchard, J. S. (2006) Bisubstrate Inhibition: Theory and Application to N-acetyltransferases, Biochemistry 45, 14788-14794.
19. Leslie, A. G. (2006) The integration of macromolecular diffraction data, Acta Crystallogr. D62, 48-57.
20. Navaza, J. (1994) An automated package for molecular replacement. Acta Crystallogr. A50, 157-163.
21. Emsley, P., and Cowtan, K. (2004) Coot: Model-building tools for molecular graphics. Acta Crystallogr. D60, 2126-2132.
22. Murshudov, G. N., Vagin, A. A., and Dodson, E. J. (1997) Refinement of macromolecular structures by the maximum-likelihood method, Acta Crystallogr. D53, 240-255.
23. Woolridge, D. P., Martinez, J. D., Stringer, D. E., and Gerner, E. W. (1999) Characterization of a novel spermidine/spermine acetyltransferase, BltD, from Bacillus subtilis, Biochem. J. 340, 753-758.
24. 1-acetyltransferase, Biochem. J. 213, 701-706.
25. Williams, J. W., and Northrop, D. B. (1979) Synthesis of a tight-binding, multisubstrate analog inhibitor of gentamicin acetyltransferase I, J. Antibiot. 32, 1147-1154.
26. Gao, F., Yan, X., Baettig, O. M., Berghuis, A. M., and Auclair, K. (2005) Regio- and Chemoselective 6′-N-derivatization of Aminoglycosides: Bisubstrate Inhibitors as Probes to Study Aminoglycoside 6′-N- Acetyltransferases, Angew. Chem., Int. Ed. 44, 6859-6862.
27. Khalil, E. M., and Cole, P. A. (1998) A Potent Inhibitor of the Melatonin Rhythm Enzyme, J. Am. Chem. Soc. 120, 6195-6196.
28. Hickman, A. B., Namboodiri, M. A. A., Klein, D. C., and Dyda, F. (1999) The Structural Basis of Ordered Substrate Binding by Serotonin N-Acetyltransferse: Enzyme Complex at 1.8 Å Resolution with a Bisubstrate Analog, Cell 97, 361-369.
29. Poux, A. N., Cebrat, M., Kim, C. M., Cole, P. A., and Marmorstein, R. (2002) Structure of the GCN5 Histone Acetyltransferase Bound to a Bisubstrate Inhibitor, Proc. Natl. Acad Sci. U.S.A. 99, 14065-14070.
30. Vetting, M. W., de Carvalho, L. P. S., Yu, M., Hegde, S. S., Magnet, S., Roderick, S. L., and Blanchard, J. S. (2005) Structure and functions of the GNAT superfamily of acetyltransferases, Arch. Biochem. Biophys. 433, 212-226.
31. Coleman, C. S., Huang, H., and Pegg, A. E. (1995) Role of the carboxyl terminal MATEE sequence of spermidine/spermine N1-acetyltransferase in the activity and stabilization by the polyamine analog N1,N12-bis(ethyl)spermine, Biochemistry 34, 13423-13430.
32. Magnet, S., Lambert, T., Courvalin, P., and Blanchard, J. S. (2001) Kinetic and mutagenic characterization of the chromosomally encoded Salmonella enterica AAC(6′)-Iy aminoglycoside N-acetyltransferase, Biochemistry 40, 3700-3709.
33. Vetting, M. W., Hegde, S. S., Javid-Majd, F., Blanchard, J. S., and Roderick, S. L. (2002) Aminoglycoside 2′-N-acetyltransferase from Mycobacterium tuberculosis in complex with coenzyme A and aminoglycoside substrates, Nat. Struct. Biol. 9, 653-658.
34. Magalhaes, M. L., and Blanchard, J. S. (2005) The kinetic mechanism of AAC3-IV aminoglycoside acetyltransferase from Escherichia coli, Biochemistry 44, 16275-16283.
35. 6-alanyltransferase), J. Biol. Chem. 278, 22861-22867.
36. Hickman, A. B., Klein, D. C., and Dyda, F. (1999) Melatonin biosynthesis: The structure of serotonin N-acetyltransferase at 2.5 Å resolution suggests a catalytic mechanism, Mol. Cell 3, 23-32.
37. Vetting, M. W., Magnet, S., Nieves, E., Roderick, S. L., and Blanchard, J. S. (2004) A bacterial acetyltransferase capable of regioselective N-acetylation of antibiotics and histones, Chem. Biol. 11, 565-573.
38. Grassetti, D. R., and Murray, J. F., Jr. (1967) Determination of Sulfhydryl Groups with 2,2′- or 4,4′-Dithiopyridine. Arch. Biochem. Biophys. 119, 41-49.