Reversible lysine acetylation regulates activity of human glycine N-acyltransferase-like 2 (hGLYATL2): Implications for production of glycine-conjugated signaling molecules

Journal of Biological Chemistry

Volumn 287, Issue 20, 2012, Pages 16158-16167

  Waluk, Dominik P ^a   Sucharski, Filip ^b   Sipos, Laszlo ^a   Silberring, Jerzy ^b   Hunt, Mary C ^c  

^a STOCKHOLM UNIVERSITY   (Sweden)

^b AGH UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Poland)

^c DUBLIN INSTITUTE OF TECHNOLOGY   (Ireland)

Author keywords

[No Author keywords available]

Indexed keywords

ACYL-COA ESTER; ANTI-INFLAMMATORIES; BODY TEMPERATURE; CELL MIGRATION; CONSERVED RESIDUES; ENZYME FUNCTIONS; LC/MS/MS; MOUSE MODELS; PHYSIOLOGICAL PROCESS; POST-TRANSLATIONAL MODIFICATIONS; PROTEOMIC STUDIES; SIGNALING MOLECULES; WILD TYPES;

ACETYLATION; ENZYME ACTIVITY; MOLECULES; PHYSIOLOGY; PROTEINS;

AMINO ACIDS;

ACYLTRANSFERASE; ARGININE; ENDOCANNABINOID; GLUTAMINE; GLYCINE; GLYCINE DERIVATIVE; GLYCINE N ACYLTRANSFERASE LIKE 2; LYSINE; N ARACHIDONOYLGLYCINE; N OLEOYLGLYCINE; UNCLASSIFIED DRUG;

ACETYLATION; AMINO ACID SEQUENCE; AMINO ACID SUBSTITUTION; ANTIINFLAMMATORY ACTIVITY; ARTICLE; BODY TEMPERATURE; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME REGULATION; ENZYME STRUCTURE; ENZYME SYNTHESIS; GENE MUTATION; HUMAN; LIQUID CHROMATOGRAPHY; NOCICEPTION; PRIORITY JOURNAL; PROTEIN MODIFICATION; PROTEIN PROCESSING; SIGNAL TRANSDUCTION; TANDEM MASS SPECTROMETRY; WILD TYPE;

ACETYLATION; ACYLTRANSFERASES; AMINO ACID SUBSTITUTION; ANIMALS; ARACHIDONIC ACIDS; GLYCINE; HEK293 CELLS; HELA CELLS; HUMANS; MICE; MUTATION, MISSENSE; OLEIC ACIDS; PROTEIN PROCESSING, POST-TRANSLATIONAL;

MURINAE;

EID: 84860864004     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M112.347260     Document Type: Article

References (37)

1. Phillips, D. M. (1963) The presence of acetyl groups of histones. Biochem. J. 87, 258-263
2. Yang, X. J., and Seto, E. (2008) Lysine acetylation. Codified cross-talk with other posttranslational modifications. Mol. Cell 31, 449-461
3. Polevoda, B., and Sherman, F. (2002) The diversity of acetylated proteins. Genome Biol. 3, 1-6
4. Close, P., Creppe, C., Gillard, M., Ladang, A., Chapelle, J. P., Nguyen L., and Chariot, A. (2010) The emerging role of lysine acetylation of non-nuclear proteins. Cell. Mol. Life Sci. 67, 1255-1264
5. Yang, X. J., and Seto, E. (2007) HATs and HDACs. From structure function and regulation to novel strategies for therapy and prevention. Oncogene 26, 5310-5318
6. Brownell, J. E., and Allis, C. D. (1995) An activity gel assay detects a single, catalytically active histone acetyltransferase subunit in Tetrahymena macronuclei. Proc. Natl. Acad. Sci. U.S.A. 92, 6364-6368
7. Haigis, M.C., and Guarente, L. P. (2006) Mammalian sirtuins-emerging roles in physiology, aging, and calorie restriction. Genes Dev. 20, 2913-2921 (Pubitemid 44771725)
8. Michan, S., and Sinclair, D. (2007) Sirtuins in mammals. Insights into their biological function. Biochem. J. 404, 1-13 (Pubitemid 46788079)
9. Michishita, E., Park, J. Y., Burneskis, J. M., Barrett, J. C., and Horikawa, I. (2005) Evolutionarily conserved and nonconserved cellular localizations and functions of human SIRT proteins. Mol. Biol. Cell 16, 4623-4635 (Pubitemid 41416446)
10. Riccio, A. (2010) New endogenous regulators of Class I histone deacetylases. Sci. Signal. 3, pe1-pe1
11. Kim, S. C., Sprung, R., Chen, Y., Xu, Y., Ball, H., Pei, J., Cheng, T., Kho, Y., Xiao, H., Xiao, L., Grishin, N. V., White, M., Yang, X. J., and Zhao, Y. (2006) Substrate and functional diversity of lysine acetylation revealed by a proteomics survey. Mol. Cell 23, 607-618 (Pubitemid 44205490)
12. Schachter, D., and Taggart, J. V. (1954) Glycine N-acylase. Purification and properties. J. Biol. Chem. 208, 263-275
13. Gregersen, N., Kølvraa, S., and Mortensen, P. B. (1986) Acyl-CoA:glycine N-acyltransferase. In vitro studies on the glycine conjugation of straight- and branched-chain acyl-CoA esters in human liver. Biochem. Med. Metab. Biol. 35, 210-218 (Pubitemid 16096983)
14. Waluk, D. P., Schultz, N., and Hunt, M. C. (2010) Identification of glycine N-acyltransferase-like 2 (GLYATL2) as a transferase that produces N-acyl glycines in humans. FASEB J. 24, 2795-2803
15. Bradshaw, H. B., Rimmerman, N., Hu, S. S., Burstein, S., and Walker, J. M. (2009) Novel endogenous N-acyl glycines. Identification and characterization. Vitam. Horm. 81, 191-205
16. McHugh, D., Hu, S. S., Rimmerman, N., Juknat, A., Vogel, Z., Walker, J. M., and Bradshaw, H. B. (2010) N-Arachidonoyl glycine, an abundant endogenous lipid, potently drives directed cellular migration through GPR18, the putative abnormal cannabidiol receptor. BMC Neurosci. 11, 44
17. Huang, S. M., Bisogno, T., Petros, T. J., Chang, S. Y., Zavitsanos, P. A., Zipkin, R. E., Sivakumar, R., Coop, A., Maeda, D. Y., De Petrocellis, L., Burstein, S., Di Marzo, V., and Walker, J. M. (2001) Identification of a new class of molecules, the arachidonoyl amino acids, and characterization of one member that inhibits pain. J. Biol. Chem. 276, 42639-42644
18. Knights, K. M., Sykes, M. J., and Miners, J. O. (2007) Amino acid conjugation. Contribution to the metabolism and toxicity of xenobiotic carboxylic acids. Expert Opin. Drug Metab. Toxicol. 3, 159-168 (Pubitemid 47316038)
19. Yu, W., Lin, Y., Yao, J., Huang, W., Lei, Q., Xiong, Y., Zhao, S., and Guan, K. L. (2009) Lysine 88 acetylation negatively regulates ornithine carbamoyltransferase activity in response to nutrient signals. J. Biol. Chem. 284, 13669-13675
20. Schwer, B., Bunkenborg, J., Verdin, R. O., Andersen, J. S., and Verdin, E. (2006) Reversible lysine acetylation controls the activity of the mitochondrial enzyme acetyl-CoA synthetase 2. Proc. Natl. Acad. Sci. U.S.A. 103, 10224-10229 (Pubitemid 44051148)
21. Walsh, C. T., Garneau-Tsodikova, S., and Gatto, G. J., Jr. (2005) Protein posttranslational modifications. The chemistry of proteome diversifications. Angew. Chem. Int. Ed. Engl. 44, 7342-7372 (Pubitemid 41689988)
22. Latham, J. A., and Dent, S. Y. (2007) Cross-regulation of histone modifications. Nat. Struct. Mol. Biol. 14, 1017-1024 (Pubitemid 350060331)
23. Chaturvedi, S., Driscoll, W. J., Elliot, B. M., Faraday, M. M., Grunberg, N. E., and Mueller, G. P. (2006) In vivo evidence that N-oleoylglycine acts independently of its conversion to oleamide. Prostaglandins Other Lipid Mediat. 81, 136-149 (Pubitemid 44666497)
24. Merkler, D. J., Chew, G. H., Gee, A. J., Merkler, K. A., Sorondo, J. P., and Johnson, M. E. (2004) Oleic acid-derived metabolites in mouse neuroblastoma N18TG2 cells. Biochemistry 43, 12667-12674 (Pubitemid 39314728)
25. Cravatt, B. F., Prospero-Garcia, O., Siuzdak, G., Gilula, N. B., Henriksen, S. J., Boger, D. L., and Lerner, R. A. (1995) Chemical characterization of a family of brain lipids that induce sleep. Science 268, 1506-1509
26. Hiley, C. R., and Hoi, P. M. (2007) Oleamide. A fatty acid amide signaling molecule in the cardiovascular system? Cardiovasc. Drug Rev. 25, 46-60 (Pubitemid 46625290)
27. McCue, J. M., Driscoll, W. J., and Mueller, G. P. (2008) Cytochrome c catalyzes the in vitro synthesis of arachidonoyl glycine. Biochem. Biophys. Res. Commun. 365, 322-327 (Pubitemid 350137291)
28. Burstein, S. H., Rossetti, R. G., Yagen, B., and Zurier, R. B. (2000) Oxidative metabolism of anandamide. Prostaglandins Other Lipid Mediat. 61, 29-41 (Pubitemid 30216487)
29. Kohno, M., Hasegawa, H., Inoue, A., Muraoka, M., Miyazaki, T., Oka, K., and Yasukawa, M. (2006) Identification of N-arachidonoylglycine as the endogenous ligand for orphan G-protein-coupled receptor GPR18. Biochem. Biophys. Res. Commun. 347, 827-832 (Pubitemid 44109679)
30. Oh, D. Y., Yoon, J. M., Moon, M. J., Hwang, J. I., Choe, H., Lee, J. Y., Kim, J. I., Kim, S., Rhim, H., O'Dell, D. K., Walker, J. M., Na, H. S., Lee, M. G., Kwon, H. B., Kim, K., and Seong, J. Y. (2008) Identification of farnesyl pyrophosphate and N-arachidonylglycine as endogenous ligands for GRP92. J. Biol. Chem. 283, 21054-21064
31. Roy, M. O., and Hannedouche, S. (November 2, 2010) U.S. Patent 7824866
32. Burstein, S. (2008) The elmiric acids. Biologically active anandamide analogs. Neuropharmacology 55, 1259-1264
33. Zhao, S., Xu, W., Jiang, W., Yu, W., Lin, Y., Zhang, T., Yao, J., Zhou, L., Zeng, Y., Li, H., Li, Y., Shi, J., An, W., Hancock, S. M., He, F., Qin, L., Chin, J., Yang, P., Chen, X., Lei, Q., Xiong, Y., and Guan, K. L. (2010) Regulation of cellular metabolism by protein lysine acetylation. Science 327, 1000-1004
34. Ventura, M., Mateo, F., Serratosa, J., Salaet, I., Carujo, S., Bachs, O., and Pujol, M. J. (2010) Nuclear translocation of glyceraldehyde-3-phosphate dehydrogenase is regulated by acetylation. Int. J. Biochem. Cell Biol. 42, 1672-1680
35. Zhang, X., Yuan, Z., Zhang, Y., Yong, S., Salas-Burgos, A., Koomen, J., Olashaw, N., Parsons, J. T., Yang, X. J., Dent, S. R., Yao, T. P., Lane, W. S., and Seto, E. (2007) HDAC6 modulates cell motility by altering the acetylation level of cortactin. Mol. Cell 27, 197-213 (Pubitemid 47058299)
36. Badenhorst, C. P., Jooste, M., and van Dijk, A. A. (2012) Enzymatic characterization and elucidation of the catalytic mechanism of a recombinant bovine glycine N-acyltransferase. Drug Metab. Dispos. 40, 346-352
37. Bienvenut, W. V., Espagne, C., Martinez, A., Majeran, W., Valot, B., Zivy, M., Vallon, O., Adam, Z., Meinnel, T., and Giglione, C. (2011) Dynamics of post-translational modifications and protein stability in the stroma of Chlamydomonas reinhardtii chloroplasts. Proteomics 11, 1734-1750