Assessment of the steric tolerance of the P sector in the catalytic site of porcine liver esterase

Bioorganic and Medicinal Chemistry Letters

Volumn 8, Issue 1, 1998, Pages 7-10

  Rojas Garbanzo, Raúl E ^a   Mata Segreda, Julio F ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLESTERASE; ESTER; ESTERASE; ISOENZYME;

ARTICLE; CONTROLLED STUDY; ENZYME ACTIVE SITE; HYDROGEN BOND; HYDROLYSIS; LIVER; LIVER METABOLISM; NONHUMAN; STEREOSPECIFICITY;

ANIMALS; CATALYSIS; ESTERASES; HYDROGEN BONDING; KINETICS; LIVER; SWINE;

SUIDAE;

EID: 0032488580     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(97)10169-X     Document Type: Article

References (15)

1. 1. (a) Junge, W.; Krisch, K. CRC Crit. Rev. Toxicol. 1975, 3, 371;
2. (b) Van Lith, H. A.; Haller, M.; Van Hoof, I. J. M.; Van der Wouw, M. J. A.; Van Zutphen, B. F. M.; Beynen, A. C., Arch. Biochem. Biophys. 1993, 301, 265;
3. (c) Taylor, P.; Gibney, G.; Camp, S.; Maulet, Y.; Eksstrom, T.; Rachinsky, T.; Li, Y. In Cholinesterases. Structure, Function, Mechanism, Genetics, and Cell Biology; Massoulié, J; Bacou, F.; Barnard, E.; Chatonnet, A.; Doctor, B. P.; Quinn, D. M., Eds.; American Chemical Society Conference Proceedings: Washington, D. C., 1991; p 179.
4. 2. (a) Jones, J. B. Aldrichimica Acta 1993, 26, 105;
5. (b) Toone, E. J.; Werth, M. J.; Jones, J. B. J. Am. Chem. Soc. 1990, 112, 4946.
6. 3. Provencher, L.; Jones, J. B. J. Org. Chem. 1994, 59, 2729.
7. 4. Hultin, P. G.; Mueseler, F.-J.; Jones, J. B. Ibid. 1991, 56, 5375.
8. 5. The average reaction rate in the hydrogen-bonding substrate group is four times faster, at the 99.5% certainty level: 0.8 ± 0.2, N = 6 vs. 0.16 ± 0.05, N = 8; t (cale) = 3.48 and t (p = 0.995) = 3.06.
9. 2H with NaOH/phenolphtalein.
10. 7. Mata-Segreda, J. F. J. Am. Chem. Soc. 1988, 110, 6224.
11. 8. As a first approximation, V can be equated with the molar volume of the substrate, V°
12. 9. Mata-Segreda, J. F. In Atual. Fisico-Quim. Org.; Humeres, J. J., Ed.; 1991; p 246.
13. 10. Van Lith, H. A.; Haller, M.; Van Zutphen, B. F. M.; Beynen, A. C. Eur. J. Biochem. 1992, 206, 527.
14. 11. Lam, L. K. P.; Jones, J. B. J. Org. Chem. 1988, 53, 2637.
15. 12. Cynkowski, T.; Cynkowska, G.; Crooks, P. A.; Guo, H.; Ashton, P., 213th ACS National Meeting 1997, abstract No. 118.