Monoamine oxidase B-catalyzed reactions of cis- and trans-5-aminomethyl- 3-(4-methoxyphenyl)dihydrofuran-2(3H)-ones. Evidence for a reversible redox reaction

Journal of the American Chemical Society

Volumn 120, Issue 41, 1998, Pages 10583-10587

  Lu, Xingliang ^a   Silverman, Richard B ^a  

^a NORTHWESTERN UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

5 AMINOMETHYL 3 (4 METHOXYPHENYL)DIHYDROFURAN 2(3H) ONE; AMINE; AMINE OXIDASE (FLAVIN CONTAINING) ISOENZYME B; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; ENZYME ACTIVITY; OXIDATION; OXIDATION REDUCTION REACTION; REACTION ANALYSIS;

EID: 0032556242     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9811041     Document Type: Article

References (17)

1. (a) Silverman, R. B. Acc. Chem. Res. 1995, 28, 335-342.
2. (b) Silverman, R. B. In Advances in Electron-Transfer Chemistry; Mariano, P. S., Ed.; JAI Press: Greenwich, CT, 1992; Vol. 2, pp 177-213.
3. (a) Walker, M. C.; Edmondson, D. E. Biochemistry 1994, 33, 7088-7098.
4. (b) Miller, J. R.; Edmondson, D. E.; Grissom, C. B. J. Am. Chem. Soc. 1995, 117, 7830-7831.
5. (c) Jonsson, T.; Edmondson, D. E.; Klinman, J. P. Biochemistry 1994, 33, 14871-14878.
6. (a) Kim, J.-M.; Bogdan, M. A.; Mariano, P. S. J. Am. Chem. Soc. 1993, 115, 10591-10595.
7. (b) Kim, J.-M.; Hoegy, S. E.; Mariano, P. S. J. Am. Chem. Soc. 1995, 117, 100-105.
8. Sablin, S. O.; Ramsay, R. R. J. Biol. Chem. 1998, 273, 14074-14076.
9. Silverman, R. B.; Zhou, J. P.; Eaton, P. E. J. Am. Chem. Soc. 1993, 115, 5, 8841-8842.
10. Silverman, R. B.; Zhou, J. J. P.; Ding, C. Z.; Lu, X. J. Am. Chem. Soc. 1995, 117, 12895-12896.
11. Ding, Z.; Silverman, R. B. J. Med. Chem. 1992, 35, 885-889.
12. Johnson, A. P.; Pelter, A. J. Chem. Soc. 1964, 520.
13. Weyler, W.; Salach, J. I. Arch. Biochem. Biophys. 1981, 212, 147-153.
14. Lu, X.; Silverman, R. B. Bioorg. Med. Chem. in press.
15. Nagarajan, A.; Porchezhiyan, V.; Srinivasaramanujam; Balasubramanian, T. R. Ind. J. Chem. 1985, 24B, 1202-1203.
16. Tietze, L. F.; Eicher, Th. Reaction and Syntheses in the Organic Chemistry Laboratory; University Science Books: Mill Valley, CA, 1989; p 182.
17. Warner, D. T.; Moe, O. A. J. Am. Chem. Soc. 1948, 70, 3470-3472.