Role of the active site residues arginine-216 and arginine-237 in the substrate specificity of mammalian D-aspartate oxidase

Amino Acids

Volumn 40, Issue 2, 2011, Pages 467-476

  Katane, Masumi ^a   Saitoh, Yasuaki ^a   Maeda, Kazuhiro ^a   Hanai, Toshihiko ^a   Sekine, Masae ^a   Furuchi, Takemitsu ^a   Homma, Hiroshi ^a  

^a KITASATO UNIVERSITY   (Japan)

Author keywords

d Amino acid oxidase; d Aspartate oxidase; Flavoprotein; Site directed mutagenesis; Substrate specificity

Indexed keywords

ARGININE; ASPARTATE OXIDASE;

AMINO ACID SUBSTITUTION; ARTICLE; COMPLEX FORMATION; CONTROLLED STUDY; ENZYME ACTIVE SITE; ENZYME ACTIVITY; ENZYME SPECIFICITY; ENZYME SUBSTRATE; MOLECULAR MODEL; NONHUMAN; POINT MUTATION; PRIORITY JOURNAL; PROTEIN FUNCTION; PROTEIN VARIANT; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS;

AMINO ACID SEQUENCE; AMINO ACIDS; ANIMALS; ARGININE; BINDING SITES; CATALYTIC DOMAIN; D-ASPARTATE OXIDASE; KINETICS; MAMMALS; MICE; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; SUBSTRATE SPECIFICITY;

MAMMALIA;

EID: 78751569982     PISSN: 09394451     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00726-010-0658-4     Document Type: Article

References (33)

1. K Arnold L Bordoli J Kopp T Schwede 2006 The SWISS-MODEL workspace: a web-based environment for protein structure homology modeling Bioinformatics 22 195 201 1:CAS:528:DC%2BD28XovVCltw%3D%3D 10.1093/bioinformatics/bti770 16301204 (Pubitemid 43205406)
2. A D'Aniello 2007 d-Aspartic acid: an endogenous amino acid with an important neuroendocrine role Brain Res Rev 53 215 234 10.1016/j.brainresrev. 2006.08.005 17118457 (Pubitemid 46177230)
3. G D'Aniello S Ronsini F Guida P Spinelli A D'Aniello 2005 Occurrence of d-aspartic acid in human seminal plasma and spermatozoa: possible role in reproduction Fertil Steril 84 1444 1449 10.1016/j.fertnstert.2005.05.019 16275242 (Pubitemid 41571894)
4. G D'Aniello N Grieco MA Di Filippo F Cappiello E Topo E D'Aniello S Ronsini 2007 Reproductive implication of d-aspartic acid in human pre-ovulatory follicular fluid Hum Reprod 22 3178 3183 10.1093/humrep/dem328 17951582 (Pubitemid 351696787)
5. C De Marco C Crifò 1967 d-Aspartate oxidase from pig kidney. III. Competitive inhibition by dicarboxylic hydroxyacids Enzymologia 33 325 330 5621988
6. M Dixon P Kenworthy 1967 d-Aspartate oxidase of kidney Biochim Biophys Acta 146 54 76 1:CAS:528:DyaF2sXkvFOju7k%3D 6060479
7. ML Fonda BM Anderson 1968 d-Amino acid oxidase. II. Studies of substrate-competitive inhibitors J Biol Chem 243 1931 1935 1:CAS:528: DyaF1cXhtVaisrY%3D 4385042
8. H Homma 2007 Biochemistry of d-aspartate in mammalian cells Amino Acids 32 3 11 1:CAS:528:DC%2BD28Xht1Ogs7vJ 10.1007/s00726-006-0354-6 16755369 (Pubitemid 44866560)
9. R Huey DS Goodsell GM Morris AJ Olson 2004 Grid-based hydrogen bond potentials with improved directionality Lett Drug Des Discov 1 178 183 1:CAS:528:DC%2BD2cXjvVejs78%3D 10.2174/1570180043485581
10. R Huey GM Morris AJ Olson DS Goodsell 2007 A semiempirical free energy force field with charge-based desolvation J Comput Chem 28 1145 1152 1:CAS:528:DC%2BD2sXjsVSms78%3D 10.1002/jcc.20634 17274016 (Pubitemid 46506716)
11. Katane M, Homma H (2010) d-Aspartate oxidase: the sole catabolic enzyme acting on free d-aspartate in mammals. Chem Biodivers. doi: 10.1002/cbdv. 200900250
12. M Katane T Furuchi M Sekine H Homma 2007 Molecular cloning of a cDNA encoding mouse d-aspartate oxidase and functional characterization of its recombinant proteins by site-directed mutagenesis Amino Acids 32 69 78 1:CAS:528:DC%2BD28Xht1Ogs7rF 10.1007/s00726-006-0350-x 17469229 (Pubitemid 44866570)
13. M Katane Y Seida M Sekine T Furuchi H Homma 2007 Caenorhabditis elegans has two genes encoding functional d-aspartate oxidases FEBS J 274 137 149 1:CAS:528:DC%2BD2sXmsFyrsQ%3D%3D 10.1111/j.1742-4658.2006.05571.x 17140416 (Pubitemid 44952904)
14. M Katane T Hanai T Furuchi M Sekine H Homma 2008 Hyperactive mutants of mouse d-aspartate oxidase: mutagenesis of the active site residue serine 308 Amino Acids 35 75 82 1:CAS:528:DC%2BD1cXmslWjtrY%3D 10.1007/s00726-007-0627-8 18235994
15. Katane M, Saitoh Y, Seida Y, Sekine M, Furuchi T, Homma H (2010) Comparative characterization of three d-aspartate oxidases and one d-amino acid oxidase from Caenorhabditis elegans. Chem Biodivers. doi: 10.1002/cbdv.200900294
16. T Kawazoe H Tsuge MS Pilone K Fukui 2006 Crystal structure of human d-amino acid oxidase: context-dependent variability of the backbone conformation of the VAAGL hydrophobic stretch located at the si-face of the flavin ring Protein Sci 15 2708 2717 1:CAS:528:DC%2BD28XhtlSmtb%2FF 10.1110/ps.062421606 17088322 (Pubitemid 44833752)
17. T Kawazoe H Tsuge T Imagawa K Aki S Kuramitsu K Fukui 2007 Structural basis of d-DOPA oxidation by d-amino acid oxidase: alternative pathway for dopamine biosynthesis Biochem Biophys Res Commun 355 385 391 1:CAS:528:DC%2BD2sXitFOls7s%3D 10.1016/j.bbrc.2007.01.181 17303072 (Pubitemid 46282639)
18. JR Klein 1960 Competitive inhibition of d-amino acid oxidase by benzoate as a function of substrate Biochim Biophys Acta 37 534 537 1:CAS:528: DyaF3cXmvVGmsQ%3D%3D 10.1016/0006-3002(60)90515-1 14409683
19. T Matsui M Sekiguchi A Hashimoto U Tomita T Nishikawa K Wada 1995 Functional comparison of d-serine and glycine in rodents: the effect on cloned NMDA receptors and the extracellular concentration J Neurochem 65 454 458 1:CAS:528:DyaK2MXmsVCju7k%3D 10.1046/j.1471-4159.1995.65010454.x 7790891
20. 2 Proc Natl Acad Sci USA 93 7496 7501 1:CAS:528:DyaK28XksFSku7k%3D 10.1073/pnas.93.15.7496 8755502 (Pubitemid 26277063)
21. R Miura C Setoyama Y Nishina K Shiga H Mizutani I Miyahara K Hirotsu 1997 Structural and mechanistic studies on d-amino acid oxidase-substrate complex: implications of the crystal structure of enzyme-substrate analog complex J Biochem 122 825 833 1:CAS:528:DyaK2sXnt1ygsbk%3D 9399588
22. H Mizutani I Miyahara K Hirotsu Y Nishina K Shiga C Setoyama R Miura 1996 Three-dimensional structure of porcine kidney d-amino acid oxidase at 3.0 Å resolution J Biochem 120 14 17 1:CAS:528:DyaK28XltFGltr8%3D 8864836
23. JP Mothet AT Parent H Wolosker RO Brady Jr DJ Linden CD Ferris MA Rogawski SH Snyder 2000 d-Serine is an endogenous ligand for the glycine site of the N-methyl-d-aspartate receptor Proc Natl Acad Sci USA 97 4926 4931 1:CAS:528:DC%2BD3cXivFKisrw%3D 10.1073/pnas.97.9.4926 10781100 (Pubitemid 30238659)
24. T Nishikawa 2005 Metabolism and functional roles of endogenous d-serine in mammalian brains Biol Pharm Bull 28 1561 1565 1:CAS:528:DC%2BD2MXhtFWjurzI 10.1248/bpb.28.1561 16141516 (Pubitemid 41324109)
25. MC Peitsch 1995 Protein modeling by E-mail Biotechnology (N Y) 13 658 660 1:CAS:528:DyaK2MXms1CnsLo%3D 10.1038/nbt0795-658
26. MS Pilone 2000 d-Amino acid oxidase: new findings Cell Mol Life Sci 57 1732 1747 1:CAS:528:DC%2BD3MXhsFKgsA%3D%3D 10.1007/PL00000655 11130179
27. L Pollegioni L Piubelli S Sacchi MS Pilone G Molla 2007 Physiological functions of d-amino acid oxidases: from yeast to humans Cell Mol Life Sci 64 1373 1394 1:CAS:528:DC%2BD2sXntVOgsrk%3D 10.1007/s00018-007-6558-4 17396222 (Pubitemid 46889231)
28. S Sacchi S Lorenzi G Molla MS Pilone C Rossetti L Pollegioni 2002 Engineering the substrate specificity of d-amino-acid oxidase J Biol Chem 277 27510 27516 1:CAS:528:DC%2BD38XlvV2hsrw%3D 10.1074/jbc.M203946200 12021281 (Pubitemid 34951772)
29. MJ Scolari GB Acosta 2007 d-Serine: a new word in the glutamatergic neuro-glial language Amino Acids 33 563 574 1:CAS:528:DC%2BD2sXhtlSlsrnF 10.1007/s00726-006-0481-0 17245616 (Pubitemid 350165433)
30. C Setoyama Y Nishina H Mizutani I Miyahara K Hirotsu N Kamiya K Shiga R Miura 2006 Engineering the substrate specificity of porcine kidney d-amino acid oxidase by mutagenesis of the "active-site lid" J Biochem 139 873 879 1:CAS:528:DC%2BD28XmtlKqt74%3D 10.1093/jb/mvj094 16751595 (Pubitemid 44014581)
31. VI Tishkov SV Khoronenkova 2005 d-Amino acid oxidase: structure, catalytic mechanism, and practical application Biochemistry (Mosc) 70 40 54 1:CAS:528:DC%2BD2MXhs1Gis7w%3D
32. F Todone MA Vanoni A Mozzarelli M Bolognesi A Coda B Curti A Mattevi 1997 Active site plasticity in d-amino acid oxidase: a crystallographic analysis Biochemistry 36 5853 5860 1:CAS:528:DyaK2sXislSms78%3D 10.1021/bi9630570 9153426 (Pubitemid 27214937)
33. GN Wilkinson 1961 Statistical estimations in enzyme kinetics Biochem J 80 324 332 1:CAS:528:DyaF3MXhtlOktrk%3D 13785321