Purification of the recombinant human serotonin N-acetyltransferase (EC 2.3.1.87): Further characterization of and comparison with AANAT from other species

Protein Expression and Purification

Volumn 38, Issue 1, 2004, Pages 84-98

  Ferry, Gilles ^a   Ubeaud, Caroline ^a   Dauly, Claire ^a   Mozo, Julien ^a   Guillard, Sophie ^a   Berger, Sylvie ^a   Jimenez, Sandrine ^a   Scoul, Catherine ^a   Leclerc, Gregory ^a   Yous, Saïd ^b   Delagrange, Philippe ^c   Boutin, Jean A ^a  

^a INSTITUT DE RECHERCHES INTERNATIONALES SERVIER   (France)

^b Lab Chim Therapeutique Fac S   (France)

^c INSTITUT DE RECHERCHES SERVIER   (France)

Author keywords

Denaturation renaturation process; GroEL; Human; Inhibitors; Melatonin; Ni NTA chromatography; Ovine; Purification; Rat; Serotonin N acetyltransferase; Substrates

Indexed keywords

AANAT PROTEIN, HUMAN; ARALKYLAMINE ACETYLTRANSFERASE; RECOMBINANT PROTEIN;

AMINO ACID SEQUENCE; ANIMAL; ARTICLE; CHEMISTRY; COMPARATIVE STUDY; ENZYME SPECIFICITY; HUMAN; HYDROPHOBICITY; ISOLATION AND PURIFICATION; KINETICS; METABOLISM; MOLECULAR GENETICS; MOLECULAR WEIGHT; NUCLEOTIDE SEQUENCE; PROTEIN DENATURATION; PROTEIN RENATURATION; RAT; SEQUENCE ALIGNMENT; SHEEP;

AMINO ACID SEQUENCE; ANIMALS; ARYLALKYLAMINE N-ACETYLTRANSFERASE; CONSERVED SEQUENCE; HUMANS; HYDROPHOBICITY; KINETICS; MOLECULAR SEQUENCE DATA; MOLECULAR WEIGHT; PROTEIN DENATURATION; PROTEIN RENATURATION; RATS; RECOMBINANT PROTEINS; SEQUENCE ALIGNMENT; SHEEP; SUBSTRATE SPECIFICITY;

BACTERIA (MICROORGANISMS); OVIS; OVIS ARIES;

EID: 5344275284     PISSN: 10465928     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.pep.2004.07.004     Document Type: Article

References (57)

1. R.J. Reiter Pineal melatonin: cell biology of its synthesis and of its physiological interactions Endocr. Rev. 12 1991 151 180
2. R.J. Reiter The melatonin rhythm: both a clock and a calendar Experientia 49 1993 654 664
3. P. Delagrange, and B. Guardiola-Lemaitre Melatonin, its receptors, and relationships with biological rhythm disorders Clin. Neuropharmacol. 20 1997 482 510
4. P. Delagrange, J. Atkinson, J.A. Boutin, L. Casteilla, D. Lesieur, R. Misslin, S. Pellissier, L. Pénicaud, and P. Renard Therapeutic perspectives for melatonin agonists and antagonists J. Neuroendocrinol. 15 2003 442 448
5. O. Nosjean, J.P. Nicolas, F. Klupsch, P. Delagrange, E. Canet, and J.A. Boutin Comparative pharmacological studies of melatonin receptors: MT1, MT2, and MT3/QR2. Tissue distribution of MT3/QR2 Biochem. Pharmacol. 61 2001 1369 1379
6. V. Audinot, F. Mailliet, C. Lahaye, A. Bonnaud, A. Le Gall, C. Amosse, M. Rodriguez, B. Malpaux, P. Delagrange, G. Guillaumet, D. Lesieur, F. Lefoulon, J.P. Galizzi, P. Renard, and J.A. Boutin New selective ligands of human cloned melatonin MT1 and MT2 receptors Naunyn Schmiedebergs Arch. Pharmacol. 367 2003 553 561
7. F. Mailliet, V. Audinot, B. Malpaux, A. Bonnaud, P. Delagrange, M. Migaud, P. Barrett, M.C. Viaud-Massuard, D. Lesieur, F. Lefoulon, P. Renard, and J.A. Boutin Molecular pharmacology of ovine melatonin receptor. Comparison with recombinant human MT1 and MT2 Biochem. Pharmacol. 67 2004 667 677
8. J. Axelrod, and H. Weissbach Enzymatic O-methylation of N-acetylserotonin to melatonin Science 131 1960 1312
9. D.C. Klein, S.L. Coon, P.H. Roseboom, J.L. Weller, M. Bernard, J.A. Gastel, M. Zatz, P.M. Iuvone, I.R. Rodriguez, V. Begay, J. Falcon, G.M. Cahill, V.M. Cassone, and R. Baler The melatonin rhythm-generating enzyme: molecular regulation of serotonin N-acetyltransferase in the pineal gland Recent Prog. Horm. Res. 52 1997 482 510
10. P. Voisin, M.A.A. Namboodiri, and D.C. Klein Arylamine N-acetyltransferase and arylalkylamine N-acetyltransferase in the mammalian pineal gland J. Biol. Chem. 259 1984 10913 10918
11. S.L. Coon, P.H. Roseboom, R. Baler, J.L. Weller, M.A.A. Namboodiri, E.V. Koonin, and D.C. Klein Pineal serotonin N-acetyltransferase: expression cloning and molecular analysis Science 270 1995 1681 1683
12. S.L. Coon, V. Begay, D. Deurloo, J. Falcon, and D.C. Klein Two arylalkylamine N-acetyltransferase genes mediate melatonin synthesis in fish J. Biol. Chem. 274 1999 9076 9082
13. J. Borjigin, M.M. Wang, and J.H. Snyder Diurnal variation in mRNA encoding serotonin N-acetyltransferase in pineal gland Nature 1995 783 785
14. G. Ferry, A. Loynel, N. Kucharczyk, S. Bertin, M. Rodriguez, P. Delagrange, J.P. Galizzi, E. Jacoby, J.P. Volland, D. Lesieur, P. Renard, E. Canet, J.L. Fauchere, and J.A. Boutin Substrate specificity and inhibition studies of human serotonin N-acetyltransferase J. Biol. Chem. 275 2000 8794 8805
15. E. Wolf, J. De Angelis, E.M. Khalil, P.A. Cole, and S.K. Burley X-ray crystallographic studies of serotonin N-acetyltransferase catalysis and inhibition J. Mol. Biol. 317 2002 215 224
16. W. Zheng, and P.A. Cole Serotonin N-acetyltransferase: mechanism and inhibition Curr. Med. Chem. 9 2002 1187 1199
17. A.B. Hickman, D.C. Klein, and F. Dyda Melatonin biosynthesis: the structure of serotonin N-acetyltransferase at 2.5 Å resolution suggests a catalytic mechanism Mol. Cell 3 1999 23 32
18. A.B. Hickman, M.A.A. Namboodiri, D.C. Klein, and F. Dyda The structural basis of ordered substrate binding by serotonin N-acetyltransferase: enzyme complex at 1.8 Å resolution with a bisubstrate analog Cell 97 1999 361 369
19. G. Ferry, C. Ubeaud, J. Mozo, C. Péan, P. Hennig, M. Rodriguez, C. Scoul, A. Bonnaud, O. Nosjean, J.P. Galizzi, P. Delagrange, P. Renard, J.P. Volland, S. Yous, D. Lesieur, and J.A. Boutin New substrate analogues of human serotonin N-acetyltransferase produce in situ specific and potent inhibitors Eur. J. Biochem. 271 2004 418 428
20. S.L. Coon, J.L. Weller, H.W. Korf, M.A.A. Namboodiri, M. Rollag, and D.C. Klein cAmp regulation of arylalkylamine N-acetyltransferase (AANAT, EC 2.3.1.87): a new cell line (1E7) provides evidence of intracellular AANAT activation J. Biol. Chem. 276 2001 24097 24107
21. G. Ferry, J. Mozo, C. Ubeaud, S. Berger, M. Bertrand, A. Try, P. Beauverger, C. Mesangeau, P. Delagrange, and J.A. Boutin Characterization and regulation of a CHO cell line stably expressing human serotonin N-acetyltransferase (EC 2.3.1.87) Cell. Mol. Life Sci. 59 2002 1395 1405
22. S. Ganguly, J.A. Gastel, J.L. Weller, C. Schwartz, H. Jaffe, M.A. Namboodiri, S.L. Coon, A.B. Hickman, M. Rollag, T. Obsil, P. Beauverger, G. Ferry, J.A. Boutin, and D.C. Klein Role of a pineal cAMP-operated arylalkylamine N-acetyltransferase/14-3-3-binding switch in melatonin synthesis Proc. Natl. Acad. Sci. USA 98 2001 8083 8088
23. M.A. Namboodiri, J.L. Weller, and D.C. Klein Rapid and reversible activation of acetyl CoA hydrolase in intact pineal cells by disulfide exchange Biochem. Biophys. Res. Commun. 96 1980 188 195
24. M.A. Namboodiri, J.T. Favilla, and D.C. Klein Pineal N-acetyltransferase is inactivated by disulfide-containing peptides: insulin is the most potent Science 213 1981 571 573
25. S. Tsuboi, Y. Kotani, K. Ogawa, T. Hatanaka, S. Yatsushiro, M. Otsuka, and Y. Moriyama An intramolecular disulfide bridge as a catalytic switch for serotonin N-acetyltransferase J. Biol. Chem. 277 2002 44229 44235
26. M.M. Bradford A rapid and sensitive method for the quantification of micrograms quantities of protein utilizing the principe of protein-dye binding Anal. Biochem. 72 1976 248 254
27. E.M. Khalil, and P.A. Cole A potent inhibitor of the melatonin rhythm enzyme J. Am. Chem. Soc. 120 1998 6195 6196
28. N. Beaurain, C. Mesangeau, P. Chavatte, G. Ferry, V. Audinot, J.A. Boutin, P. Delagrange, C. Bennejean, and S. Yous Design, synthesis and in vitro evaluation of novel derivatives as serotonin N-acetyltransferase inhibitors J. Enzyme Inhib. Med. Chem. 17 2002 409 414
29. I. Le Picard, P. Depreux, D. Lesieur, P. Delagrange, C. Bennejean, P. Renard, and P. Voisin Design and synthesis of naphthalenic derivatives as potential inhibitors of hydroxyindole-O-methyltransferase Pharm. Pharmacol. Commun. 5 1999 183 188
30. D. Lesieur, F. Klupsch, G. Guillaumet, M.C. Viaud, M. Langlois, C. Bennejean, P. Renard, P. Delagrange, International Patent Application 1999 WO9958496
31. S. Yous, P. Depreux, G. Adam, D.H. Caignard, D. Lesieur, B. Guardiola, P. Renard, 1993, European Patent Application EP0562956
32. U.K. Laemmli Cleavage of structural proteins during the assembly of the head of bacteriophage T4 Nature 227 1970 680 685
33. G. Ferry, and J.A. Boutin High capacity screening of AANAT inhibitors using an HPLC system J. Biomol. Screen. 5 2000 361 368
34. E.M. Khalil, J. De Angelis, M. Ishii, and P.A. Cole Mechanism-based inhibition of the melatonin rhythm enzyme: pharmacologic exploitation of active site functional plasticity Proc. Natl. Acad. Sci. USA 96 1999 12418 12423
35. Z.C. Dang, V. Audinot, J.A. Boutin, S. Papapoulos, and C. Lowik Peroxisome proliferator-activated receptor PPARγ as a molecular target for the soy phytoestrogen genistein J. Biol. Chem. 278 2003 667 673
36. S. Chen, J. Hwang, and P.S.K. Deng Inhibition of NAD(P)H:quinone acceptor oxidoreductase by flavones: a structure-activity study Arch. Biochem. Biophys. 302 1993 72 77
37. C.D. Sadik, H. Sies, and T. Schewe Inhibition of 15-lipoxygenases by flavonoids: structure-activity relations and mode of action Biochem. Pharmacol. 65 2003 773 781
38. A. Nagao, M. Maeda, B.P. Lim, H. Kobayashi, and J. Terao Inhibition of beta-carotene-15,15′-dioxygenase activity by dietary flavonoids J. Nutr. Biochem. 11 2000 348 355
39. F. Depeint, J.M. Gee, G. Williamson, and I.T. Johnson Evidence for consistent patterns between flavonoid structures and cellular activities Proc. Nutr. Soc. 61 2002 97 103
40. C.R. Roger The nutritional incidence of flavonoids: some physiological and metabolic considerations Experientia 44 1988 725 733
41. M.A.A. Namboodiri, M.J. Brownstein, J. Weller, P. Voisin, and D.C. Klein Multiple forms of arylalkylamine N-acetyltransferases in the rat pineal gland: purification of one molecular form J. Pineal Res. 4 1987 235 246
42. M.A.A. Namboodiri, M.J. Brownstein, P. Voisin, J.L. Weller, and D.C. Klein A simple and rapid method for the purification of ovine pineal arylalkylamine N-acetyltransferase J. Neurochem. 48 1987 580 585
43. N. Ichihara, M. Okada, H. Nakagawa, and M. Takeda Purification and characterization of arylalkylamine N-acetyltransferase from cockroach testicular organs Insect Biochem. Mol. Biol. 27 1997 241 246
44. J. DeAngelis, S. Gastel, D.C. Klein, and P.A. Cole Kinetic analysis of the catalytic mechanism of serotonin N-acetyltransferase (EC 2.3.1.87) J. Biol. Chem. 273 1998 3045 3050
45. X. Zhan-Poe, and C.M. Craft Biochemical characterization of recombinant serotonin N-acetyltransferase J. Pineal Res. 27 1999 49 58
46. C.M. Craft, and X. Zhan-Poe Identification of specific histidine residues and the carboxyl terminus are essential for serotonin N-acetyltransferase enzymatic activity Mol. Brain Res. 75 2000 198 207
47. C. Chaudhry, G.W. Farr, M.J. Todd, H.S. Rye, A.T. Brunger, P.D. Adams, A.L. Horwich, and P.B. Sigler Role of the gamma-phosphate of ATP in triggering protein folding by GroEL-GroES: function, structure and energetics EMBO J. 22 2003 4877 4887
48. K.L. Nielsen, N. McLennan, M. Masters, and N.J. Cowan A single-ring mitochondrial chaperonin (Hsp60-Hsp10) can substitute for GroEL-GroES in vivo J. Bactriol. 181 1999 5871 5875
49. S. Ganguly, P. Mummaneni, P.J. Steinbach, D.C. Klein, and S.L. Coon Control of melatonin synthesis in the mammalian pineal gland: the critical role of serotonin acetylation J. Biol. Chem. 276 2001 47239 47247
50. T. Obsil, R. Ghirlando, D.C. Klein, S. Ganguly, and F. Dyda Crystal structure of the 14-3-3zeta:serotonin N-acetyltransferase complex. a role for scaffolding in enzyme regulation Cell 105 2001 257 267
51. J.A. Gastel, P.H. Roseboom, P.A. Rinaldi, J.L. Weller, and D.C. Klein Melatonin production: proteasomal proteolysis in serotonin N-acetyltransferase regulation Science 279 1998 1358 1360
52. G. Tzivion, and J. Avruch 14-3-3 proteins: active cofactors in cellular regulation by serine/threonine phosphorylation J. Biol. Chem. 277 2002 3061 3064
53. M. Rohman, and K.J. Harrison-Lavoie Separation of copurifying GroEL from glutathione-S-transferase fusion proteins Prot. Expr. Purif. 20 2000 45 47
54. S.V. Gulnik, E.I. Afonina, E. Gustchina, B. Yu, A.M. Silva, Y. Kim, and J.W. Erickson Utility of (His)6 tag for purification and refolding of proplasmepsin-2 and mutants with altered activation properties Prot. Expr. Purif. 24 2002 412 419
55. S.Y. Chang, P.C. Tsai, C.S. Tseng, and P.H. Liang Refolding and characterization of a yeast dehydrodolichyl diphosphate synthase overexpressed in Escherichia coli Prot. Expr. Purif. 23 2001 432 439
56. F. Charbonnier, T. Kohler, J.C. Pechere, and A. Ducruix Overexpression, refolding, and purification of the histidine-tagged outer membrane efflux protein OprM of Pseudomonas aeruginosa Prot. Expr. Purif. 23 2001 121 127
57. C.Y. Peng, P.R. Graves, R.S. Thoma, Z. Wu, A.S. Shaw, and H. Piwnica-Worms Mitotic and G2 checkpoint control: regulation of 14-3-3 protein binding by phosphorylation of Cdc25C on serine-216 Science 277 1997 1501 1505