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1 pp. D- D-DAO DAO D- D- D- D- o- DAO-D- D-DAO DAO Hans Krebs FAD X DAO DAO DAO D- Structure and reaction mechanism of D-amino acid oxidase Yasuzo Nishina School of Health Sciences, Kumamoto University, Kuhonji, Kumamoto, Japan DAO D- α- α- α- DAO D- D-D- D- D- D- D- DAO D- D- E FAD P purple complex DAO D- α-

2 DAO S D- RCHNH COOH P RC NH COOH P - α- α- α- DAO DAO DAO DAO DAO DAO- DAO DAO- DAO o- OAB OAB - α β DAO- FAD ball & stick DAO FAD FAD ADP N βαβ α βαβ C FAD N si- Val -Ala -Ala -Val si- si- OAB OAB OAB FAD re- DAO re- OAB Arg Tyr Gly C O

3 DAO-OAB FAD OAB ball & stick FAD α β N α C O Gly C O TyrTyr OAB OAB Tyr OAB LeuIle Ile DAO DAO DAO µm, OAB µm o- mm o- o- Gly C O Tyr OAB Gly OAB DAO-OAB OAB N re- si-

4 Gly σ F Cl π Tyr HOMO -LUMO σ OAB Tyr DAO NMR D DPC DAO- DPC Arg Tyr DPC DPC LUMO HOMO DPC HN C N-C a HOMO DPC LUMO H DAO Arg DAO pk a DAO pk a DAO pk a ph

5 Arg DAO pk a ph Arg N α DAO pk a N Gly N-H Arg ph Arg DAO Arg N-H pk a N - N-H pk a D- DAO-OAB DAO Arg Arg DAO DAO DAO pk a DAO pk a

6 DAO DAO DAO DAO D- D- D- D- D- D-DAO D- D- ES -NH D- DAO DAO D- DAO Arg D- DAO D- DAO- DAO-OAB nm OAB OAB C-N O C OAB N HOMO OAB DAO-OAB OAB HOMO LUMO LOMO OAB OAB HOMO LUMO OAB D- OAB DAO DAO-OAB OAB DAO-OAB DAO-D- OAB Arg Tyr D- Gly C a

7 DAO-D- DAO-OAB D- α- N Thr C O TA NMR FAD k Thr DAO D- DAO I-N DDO R-G DAO I-N T-Y DAO DDO R-G D- DAO D- DAO I-N Cα-H α- α- β--d- DAO α- α- C a α- N N

8 DAO A - - EPE B C a α- N C a C a MCAD C a DAO - - EPE EPE A N C a α- N

9 C a C a C a DPC I β FAD CoA ACD CoA ACD CoA DAO CoA MCAD C a DAO NMR C a -Ca N-C O II III C a MCAD N Thr II DAO N C a I DAO EPE D- α- N MCAD - CoA DAO- DAO Krebs, H.A.Biochem. J.,,. Curti, B., Ronchi, S., & Simonetta, M.P.in Chemistry and Biochemistry of Flavoenzymes Müller, F. ed., Vol. III, pp., CRC Press, Boca Raton, Florida. Mizutani, H., Miyahara, I., Hirotsu, K., Nishina, Y., Shiga, K., Setoyama,C.,&Miura,R.J. Biochem.,,. Mattevi, A., Vanoni, M.A., Todone, F., Rizzi, M., Teplyakov, A., Coda, A., Bolognesi, M., & Curti, B.Proc. Natl. Acad. Sci. USA,,. Schell, M.J., Molliver, M.E., & Snyder, S.H.Proc. Natl. Acad. Sci. USA,,. Walsh, C.T., Schonbrunn, A., & Abeles, R.H.J. Biol. Chem.,,. Miura, R. & Miyake, Y.Bioorg. Chem.,,. Umhau, S., Pollegioni, L., Molla, G., Diederichs, K., Welte, W., Pilone, M.S., & Ghisla, S.Proc. Natl. Acad. Sci. USA,,. Kawazoe, T., Tsuge, H., Pilone, M.S., & Fukui, K. Protein Sci.,,. Miura, R.Chem. Rec.,,. Miura, R., Setoyama, C., Nishina, Y., Shiga, K., Miyahara, I., Mizutani, H., & Hirotsu, K.J. Mol. Cat. B: Enzymatic,,. Tishkov, V.I. & Khoronenkova, S.V. Biochemistry Moscow,,. Pollegioni, L., Piubelli, L., Sacchi, S., Pilone, M.S., & Molla, G.Cell. Mol. Life Sci.,,. Kawazoe, T., Park, H.K., Iwana, S., Tsuge, H., & Fukui, K. Chem. Rec.,,. Miura, R., Setoyama, C., Nishina, Y., Shiga, K., Mizutani, H., Miyahara, I., & Hirotsu, K.J. Biochem.,,. Manstein, D.J., Massey, V., Ghisla, S., & Pai, E.F. Biochemistry,,. Nishina, Y., Sato, K., Shi, R., Setoyama, C., Miura, R., & Shiga, K.J. Biochem.,,. Massey, V. & Ganther, H.Biochemistry,,. Nishina,Y.,Sato,K.,Miura,R.,&Shiga,K.J. Biochem.,. Fonda, M.L. & Anderson, B.M.J. Biol. Chem.,,. Horiike, K., Shiga, K., Isomoto, A., & Yamano, T.J. Biochem.,,. Nishina, Y., Shiga, K., Miura, R., Tojo, H., Ohta, M., Miyake, Y.,Yamano,T.,&Watari,H.J. Biochem.,,

10 . Miura, R. & Miyake, Y.J. Biochem.,, Mizutani, H., Miyahara, I., Hirotsu, K., Nishina, Y., Shiga, K., Setoyama, C., & Miura, R.J. Biochem.,, Nishina, Y., Sato, K., & Shiga, K.J. Biochem.,,. Yagi, K., Takai, A., & Ohishi, N.Biochim. Biophys. Acta,,. Nishina, Y., Shiga, K., Tojo, H., Miura, R., Watari, H., & Yamano, T.J. Biochem.,,. Nishimoto, K., Kai, E., & Yagi, K.Biochim. Biophys. Acta,,. Setoyama, C., Nishina, Y., Tamaoki, H., Mizutani, H., Miyahara, I., Hirotsu, K., Shiga, K., & Miura, R.J. Biochem.,,. Todone, F., Vanoni, M.A., Mozzarelli, A., Bolognesi, M., Coda, A., Curti, B., & Mattevi, A.Biochemistry,, Setoyama, C., Nishina, Y., Mizutani, H., Miyahara, I., Hirotsu, K.,Kamiya,N.,Shiga,K.,&Miura,R.J. Biochem.,,. Miyake, Y., Abe, T., & Yamano, T.Z. Naturforsch., b, Müller, F.in Chemistry and Biochemistry of Flavoenzymes Müller, F. ed., Vol. I, pp., CRC Press, Boca Raton, Florida. Miura, R., Nishina, Y., Sato, K., Fujii, S., Kuroda, K., & Shiga, K.J. Biochem.,,. Nishina, Y., Sato, K., Miura, R., Matsui, K., & Shiga, K. J. Biochem.,,. Kim, J.-J.P., Wang, M., & Paschke, R.Proc. Natl. Acad. Sci. USA,, Pollegioni, L., Blodig, W., & Ghisla, S.J. Biol. Chem.,, Tanaka, T., Tamaoki, H., Nishina, Y., Shiga, K., Ohno, T., & Miura, R.J. Biochem.,,.

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