Antibody catalyzed hydrolysis of a phosphotriester

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 13, 1996, Pages 1523-1524

  Lavey, Brian J ^a   Janda, Kim D ^a  

^a SCRIPPS RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHOLINESTERASE INHIBITOR; HAPTEN; MONOCLONAL ANTIBODY 15C5; MONOCLONAL ANTIBODY 3HC; PARAOXON; UNCLASSIFIED DRUG;

ARTICLE; DRUG DECOMPOSITION; DRUG HYDROLYSIS; ENZYME INHIBITION; INTOXICATION;

FELIS CATUS;

EID: 0030576314     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(96)00266-1     Document Type: Article

References (16)

1. 1. Ecobichon, D. J. in Casarett and Doull's Toxicology-The Basic Science of Poisons. 4th ed.; Amdur, M. O.; Doull, J.; Klaasen C. D., Eds; McGraw-Hill: New York, 1991; pp. 565-622.
2. 2. Butler Jr., V. P. Pharmacol. Rev. 1982, 34, 109.
3. 3. For the description of a phosphotriesterase enzyme see: Caldwell, S. R.; Raushel, F. M.; Weiss, P. M.; Cleland W. W. Biochemisty 1991, 30, 7444 and references cited therein. For other work on antibody mediated hydrolysis of phosphates and phosphonates see Rosenblum, J. S.; Lo, L. C.; Li, T.; Janda, K. D.; Lerner, R. A. Angew. Chem. Int. Ed. Engl. 1995, 34, 2275; Scanlan, T. S.; Prudent, J. R.; Schultz, P. G. J. Am. Chem. Soc. 1991, 113, 9397; and Brimfield, A. A.;. Lenz, D. E; Maxwell, D. M.; Broomfield, C. A. Chem. Biol. Interactions, 1993, 87, 95. For recent surveys of the catalytic antibody literature, see Lavey B. J.; Janda K. D. In Antibody Expression and Engineering, Wang H. Y.; Imanaka T. Eds; ACS Symposium Series 604, 1995; Chapter 10, pp. 123-137.; Schultz, P. G. Lerner R. A. Science 1995, 269, 1835.
4. 3. For the description of a phosphotriesterase enzyme see: Caldwell, S. R.; Raushel, F. M.; Weiss, P. M.; Cleland W. W. Biochemisty 1991, 30, 7444 and references cited therein. For other work on antibody mediated hydrolysis of phosphates and phosphonates see Rosenblum, J. S.; Lo, L. C.; Li, T.; Janda, K. D.; Lerner, R. A. Angew. Chem. Int. Ed. Engl. 1995, 34, 2275; Scanlan, T. S.; Prudent, J. R.; Schultz, P. G. J. Am. Chem. Soc. 1991, 113, 9397; and Brimfield, A. A.;. Lenz, D. E; Maxwell, D. M.; Broomfield, C. A. Chem. Biol. Interactions, 1993, 87, 95. For recent surveys of the catalytic antibody literature, see Lavey B. J.; Janda K. D. In Antibody Expression and Engineering, Wang H. Y.; Imanaka T. Eds; ACS Symposium Series 604, 1995; Chapter 10, pp. 123-137.; Schultz, P. G. Lerner R. A. Science 1995, 269, 1835.
5. 3. For the description of a phosphotriesterase enzyme see: Caldwell, S. R.; Raushel, F. M.; Weiss, P. M.; Cleland W. W. Biochemisty 1991, 30, 7444 and references cited therein. For other work on antibody mediated hydrolysis of phosphates and phosphonates see Rosenblum, J. S.; Lo, L. C.; Li, T.; Janda, K. D.; Lerner, R. A. Angew. Chem. Int. Ed. Engl. 1995, 34, 2275; Scanlan, T. S.; Prudent, J. R.; Schultz, P. G. J. Am. Chem. Soc. 1991, 113, 9397; and Brimfield, A. A.;. Lenz, D. E; Maxwell, D. M.; Broomfield, C. A. Chem. Biol. Interactions, 1993, 87, 95. For recent surveys of the catalytic antibody literature, see Lavey B. J.; Janda K. D. In Antibody Expression and Engineering, Wang H. Y.; Imanaka T. Eds; ACS Symposium Series 604, 1995; Chapter 10, pp. 123-137.; Schultz, P. G. Lerner R. A. Science 1995, 269, 1835.
6. 3. For the description of a phosphotriesterase enzyme see: Caldwell, S. R.; Raushel, F. M.; Weiss, P. M.; Cleland W. W. Biochemisty 1991, 30, 7444 and references cited therein. For other work on antibody mediated hydrolysis of phosphates and phosphonates see Rosenblum, J. S.; Lo, L. C.; Li, T.; Janda, K. D.; Lerner, R. A. Angew. Chem. Int. Ed. Engl. 1995, 34, 2275; Scanlan, T. S.; Prudent, J. R.; Schultz, P. G. J. Am. Chem. Soc. 1991, 113, 9397; and Brimfield, A. A.;. Lenz, D. E; Maxwell, D. M.; Broomfield, C. A. Chem. Biol. Interactions, 1993, 87, 95. For recent surveys of the catalytic antibody literature, see Lavey B. J.; Janda K. D. In Antibody Expression and Engineering, Wang H. Y.; Imanaka T. Eds; ACS Symposium Series 604, 1995; Chapter 10, pp. 123-137.; Schultz, P. G. Lerner R. A. Science 1995, 269, 1835.
7. 3. For the description of a phosphotriesterase enzyme see: Caldwell, S. R.; Raushel, F. M.; Weiss, P. M.; Cleland W. W. Biochemisty 1991, 30, 7444 and references cited therein. For other work on antibody mediated hydrolysis of phosphates and phosphonates see Rosenblum, J. S.; Lo, L. C.; Li, T.; Janda, K. D.; Lerner, R. A. Angew. Chem. Int. Ed. Engl. 1995, 34, 2275; Scanlan, T. S.; Prudent, J. R.; Schultz, P. G. J. Am. Chem. Soc. 1991, 113, 9397; and Brimfield, A. A.;. Lenz, D. E; Maxwell, D. M.; Broomfield, C. A. Chem. Biol. Interactions, 1993, 87, 95. For recent surveys of the catalytic antibody literature, see Lavey B. J.; Janda K. D. In Antibody Expression and Engineering, Wang H. Y.; Imanaka T. Eds; ACS Symposium Series 604, 1995; Chapter 10, pp. 123-137.; Schultz, P. G. Lerner R. A. Science 1995, 269, 1835.
8. 3. For the description of a phosphotriesterase enzyme see: Caldwell, S. R.; Raushel, F. M.; Weiss, P. M.; Cleland W. W. Biochemisty 1991, 30, 7444 and references cited therein. For other work on antibody mediated hydrolysis of phosphates and phosphonates see Rosenblum, J. S.; Lo, L. C.; Li, T.; Janda, K. D.; Lerner, R. A. Angew. Chem. Int. Ed. Engl. 1995, 34, 2275; Scanlan, T. S.; Prudent, J. R.; Schultz, P. G. J. Am. Chem. Soc. 1991, 113, 9397; and Brimfield, A. A.;. Lenz, D. E; Maxwell, D. M.; Broomfield, C. A. Chem. Biol. Interactions, 1993, 87, 95. For recent surveys of the catalytic antibody literature, see Lavey B. J.; Janda K. D. In Antibody Expression and Engineering, Wang H. Y.; Imanaka T. Eds; ACS Symposium Series 604, 1995; Chapter 10, pp. 123-137.; Schultz, P. G. Lerner R. A. Science 1995, 269, 1835.
9. 4. Lavey, B. J.; Janda, K. D.; J. Org. Chem., Submitted.
10. 5. Knowles, J. R. Ann. Rev. Biochem. 1980, 49, 877.
11. 6. Khan, S. A.; Kirby, A. J. J. Chem. Soc. B. 1970, 1172.
12. 7. Cox, J. R.; Ramsay, O. B.Chemical Reviews 1964, 64, 317.
13. 8. An exception to this generalization is the uncharged pentavalent phosphoryl system of Moriarty in which bulky aryl groups are used to hold the molecule together. See Moriarty, R. M.; Hiratake, J.; Liu, K. J. Am. Chem. Soc. 1990, 112, 8575.
14. 9. Janda, K. D. Abstr. Pap. 198th National Meeting Am. Chem. Soc., American Chemical Society, Washington DC, 1987; ORGN 196.
15. 10. Janda, K. D.; Weinhouse, M. I; Schloeder, D. M.; Lerner, R. A.; Benkovic, S. J. J. Am. Chem. Soc. 1990, 112, 1274.
16. 11. Shokat, K. M.; Leumann, C. J.; Sugasawara, R.; Schultz, P. G. Nature 1989, 338, 269.