2-Benzyl-2-methylsuccinic acid as inhibitor for carboxypeptidase A. synthesis and evaluation

Bioorganic and Medicinal Chemistry

Volumn 7, Issue 8, 1999, Pages 1755-1760

  Lee, Mijoon ^a   Jin, Yonghao ^a   Kim, Dong H ^a  

^a Pohang University of Science and Technology (POSTECH)   (South Korea)

Author keywords

Carboxypeptidase A; Enzyme inhibitors; Inhibitor design; Zinc proteases

Indexed keywords

CARBOXYPEPTIDASE A; ENZYME INHIBITOR; PROTEINASE INHIBITOR; SUCCINIC ACID DERIVATIVE;

ARTICLE; BINDING AFFINITY; CRYSTAL STRUCTURE; DRUG DESIGN; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; STRUCTURE ACTIVITY RELATION;

CARBOXYPEPTIDASES; CARBOXYPEPTIDASES A; CRYSTALLOGRAPHY, X-RAY; ENZYME INHIBITORS; MOLECULAR STRUCTURE; SPECTRUM ANALYSIS; SUCCINIC ACIDS;

EID: 0032806796     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(99)00110-8     Document Type: Article

References (22)

1. Christianson, D. W.; Lipscomb, W. N. Acc. Chem. Res. 1989, 22, 62-69.
2. Ondetti, M. A.; Rubin, B.; Cushman, D. W. Science 1977, 196, 441-444.
3. Chorev, M.; Shavitz, R.; Goodman, M.; Minick, S.; Guillemen, R. Science 1979, 204, 1210-1212.
4. Kim, D. H.; Guinosso, C. J.; Buzby, G. C.; Herbst, D. R.; McCaully, R. J. J. Med. Chem. 1983, 26, 394-403.
5. Gaffard, J. T.; Skidgel, R. A.; Erdos, E. G.; Hersh, L. B. Biochemistry 1983, 22, 3265-3271.
6. Asante-Appiah, E.; Seetharaman, J.; Sicheri, F.; Yang, D. S.-C; Chan, W. W.-C. Biochemistry 1997, 36, 8710-8715.
7. Björkling, F.; Boutelje, J.; Gatenbeck, S.; Hult, K.; Norin, T.; Szmulik, P. Tetrahedron 1985, 41, 1347-1352.
8. Martinez, J.; Rodriguez, M.; Llinares, M.; Doulut, S.; Heitz, A. Tetrahedron Lett. 1991, 32, 923-926.
9. Garegg, P. J.; Samuelsson, B. J. Chem. Soc., Perkin 1 1980, 2866-2869.
10. Bobbitt, J. M.; Scola, D. A. J. Org. Chem. 1960, 25, 560-564.
11. Doulut, S.; Dubuc, I.; Rodriguez, M.; Vecchini, F.; Fulcrand, H.; Barelli, H.; Checler, F.; Bourdel, E.; Aumelas, A.; Lallement, J. C.; Kitabgi, P.; Costentin, J.; Martinez, J. J. Med. Chem. 1993, 36, 1369-1379.
12. Dixon, M. Biochem. J. 1953, 55, 170-171.
13. i value.
14. i value obtained by us was used (see Table 1).
15. Kim, D. H.; Kim, K. B. Bioorg. Med. Chem. Lett. 1991, 1, 323-326.
16. Byers, L. D.; Wolfenden, R. Biochemistry 1973, 12, 2070-2078.
17. Mangani, S.; Carloni, P.; Orioli, P. J. Mol. Biol. 1992, 223, 573-578.
18. This view was suggested by one of the referees.
19. Kofron, W. G.; Wideman, L. G. J. Org. Chem. 1972, 37, 555-559.
20. Kloetzel, M. C. J. Am. Chem. Soc. 1948, 70, 3571-3576.
21. Cocker, W.; Hopkins, L. D.; Mabrouk, L.; McCormick, J.; McMurry, T. B. H. J. Chem. Soc. 1960, 2230-2242.
22. Galardy, R. E.; Kortylewicz, Z. P. Biochemistry 1984, 23, 2083-2087.