Unusual mechanistic difference in the inactivation of γ-aminobutyric acid aminotransferase by (E)- and (Z)-4-amino-6-fluoro-5-hexenoic acid

Journal of the American Chemical Society

Volumn 118, Issue 6, 1996, Pages 1253-1261

  Silverman, Richard B ^a   Bichler, Katherine A ^a   Leon, Andrew J ^a  

^a NORTHWESTERN UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4 AMINO 6 FLUORO 5 HEXENOIC ACID; 4 AMINOBUTYRATE AMINOTRANSFERASE; AMINO ACID DERIVATIVE; PYRIDOXAL 5 PHOSPHATE; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; ENZYME INACTIVATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOTOPE LABELING; REACTION ANALYSIS; SPECTROPHOTOMETRY;

EID: 0029964692     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja952789x     Document Type: Article

References (12)

1. Silverman, R. B.; Bichler, K. A.; Leon, A. J. J. Am. Chem. Soc. 1996, 118, 1241-1252.
2. Kolb, M.; Barth, J.; Heydt, J. G.; Jung, M. J. J. Med. Chem. 1987, 30, 267-272.
3. Kitz, R.; Wilson, I. B. J. Biol. Chem. 1962, 237, 3245-3249.
4. Poulter, C. D.; Muehlbacher, M.; Davis, D. R. J. Am. Chem. Soc. 1989, 111, 3740-3742.
5. Silverman, R. B.; Roscher, C. L. C. Bioorg. Med. Chem. 1996, in press.
6. Silverman, R. B.; Invergo, B. J. Biochemistry, 1986, 25, 6817-6820.
7. (a) Shebakami, M.; Sekiya, A. Bull. Chem. Soc. Jpn. 1993, 66, 315-316.
8. (b) Fann, Y.-c.; Ong, J.-l.; Nocek, J. M.; Hoffman, B. M. J. Am. Chem. Soc. 1995, 117, 6109-6116.
9. Nanavati, S. M.; Silverman, R. B. J. Am. Chem. Soc. 1991, 113, 9341-9349.
10. Silverman, R. B.; Abeles, R. H. Biochemistry 1976, 15, 4718-4723.
11. Burke, J. R.; Silverman, R. B. J. Am. Chem. Soc. 1991, 113, 9329-9340.
12. Penefsky, H. S. Methods Enzymol. 1979, 56, 527-530.