Model Studies of Topaquinone-Dependent Amine Oxidases. 1 Oxidation of Benzylamine by Topaquinone Analogs

Journal of the American Chemical Society

Volumn 117, Issue 34, 1995, Pages 8698-8706

  Mure, Minae ^a   Klinmar, Judith P ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,4 BENZOQUINONE DERIVATIVE; BENZYLAMINE; BENZYLAMINE OXIDASE; QUINONE DERIVATIVE;

ARTICLE; MODEL; NUCLEAR MAGNETIC RESONANCE; OXIDATION; REACTION ANALYSIS; ULTRAVIOLET SPECTROPHOTOMETRY;

EID: 0029148770     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00139a002     Document Type: Article

References (25)

1. Janes, S.M.; Mu, D.; Wemmer, D.; Smith, A.J.; Kaur, S.; Maltby, D.; Burlingame, A.L.; Klinman, J.P. Science 1990, 248, 981.
2. Janes, S.M.; Palcic, M.M.; Scaman, C.H.; Smith, A.J.; Brown, D.E.; Dooley, D.M.; Mure, M.; Klinman, J.P. Biochemistry 1992, 31, 12147.
3. Mu, D.; Janes, S.M.; Smith, A.J.; Brown, D.E.; Dooley, D.M.; Klinmnan, J.P. J. Biol. Chem. 1992, 267, 7979.
4. Hartmann, C.; Brzovic, P.; Klinman, J.P. Biochemistry 1993, 32, 2234.
5. Mure, M.; Klinman, J.P. J. Am. Chem. Soc. 1993, 115, 7117.
6. Wang, F.J.; Bae, J.Y.; Jacobson, A.R.; Lee, L.M.; Sayre, L.M. J. Org. Chem. 1994, 59 (9), 2409.
7. Tchitchibabine, A.E. Bull. Soc. Chim. Fr. 1935, 5 (2), 497.
8. Musso, H.; Maassen, D. Liebigs. Ann. Chem. 1965, 689, 93.
9. Bax, A.; Summers, M.F. J. Am. Chem. Soc. 1986, 108, 2093.
10. Woodward, R.B.; Sondheimer, F.; Taub, D.; Heusler, K.; McLamore, W.M. J. Am. Chem. Soc. 1952, 74, 4223.
11. Hewgill, F.R.; Kennedy, B.R.; Kilpin, D. J. Chem. Soc. 1965, 2905.
12. Hansen, P.E. Prog. NMR Spectrosc. 1981, 14, 175.
13. Flaig, V.W.; Ploetz, T.; Biergans, H. Annalen 1956, 597, 196.
14. Ashley, J.N. J. Chem. Soc. 1937, 1471.
15. Carpenter, M.S.; Easter, W.M.; Wood, T.F. J. Org. Chem. 1951, 16, 586.
16. Berger, S.; Rieker, A. In The Chemistry of Quinonoid Compounds; Patai, S., Rappoport, Z., Eds.; Wiley: New York, 1988. Vol. II, Chapter 4.
17. Meier, A.R.; Wagniere, G.H. Chem. Phys. 1987, 113, 287.
18. Corey, E.J.; Achiwa, K. J. Am. Chem. Soc. 1969, 91, 1429.
19. Finley, K.T. In The Chemistry of the Quinonoid Compounds; Patai, S., Ed.; Wiley: New York, 1974; Section II. C, Chapter 17.
20. Naruta, Y.; Maruyama, K. In The Chemistry of Quinonoid Compounds; Patai, S., Rappoport, Z., Eds.; Wiley: New York, 1988. Vol. II, Chapter 8.
21. Kumanotani, J.; Kagawa, F.; Hikosaka, A.; Sugita, K. Bull. Chem. Soc. Jpn. 1968, 41, 2118–2123.
22. Anslow, W.K.; Rainstrick, H. J. Chem. Soc. 1939, 1446–1457.
23. Carmeron, D.W.; Scott, P.M. J. Chem. Soc. 1964, 5569–5573.
24. Klein, R.F.X.; Bargas, L.M.; Horak, V. J. Org. Chem. Soc. 1988, 53, 5994.
25. Horspool, W.M.; Smith, P.I.; Tedder, J.M. J. Chem. Soc., Perkin Trans. 1, 1972, 1024.