Mechanistic studies of an antibody-catalyzed elimination reaction

Journal of the American Chemical Society

Volumn 120, Issue 21, 1998, Pages 5160-5167

  Romesberg, Floyd E ^a   Flanagan, Mark E ^b   Uno, Tetsuo ^c   Schultz, Peter G ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b PFIZER INC   (United States)

^c SYMYX TECHNOLOGIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; AMINO ACID; ANTIBODY; FUNCTIONAL GROUP; KETONE; TERTIARY AMINE;

AMINO ACID SEQUENCE; ARTICLE; CATALYSIS; CHEMICAL REACTION; MODEL; MUTAGENESIS;

EID: 0032478968     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9738992     Document Type: Article

References (30)

1. Walsh, C. Enzymatic Reaction Mechanisms; W. H. Freeman: New York, 1979.
2. Shokat, K. M.; Leumann, C.; Sugasawara, R.; Schultz, P. G. Nature 1989, 383, 269.
3. Shokat, K.; Uno, T.; Schultz, P. G. J. Am. Chem. Soc. 1994, 116, 2261.
4. Reymond, J. L. Angew. Chem., Int. Ed. Engl. 1995, 34, 2285.
5. Wagner, J. L.; Lerner, R. A.; Barbas, C. F., III. Science 1995, 270, 1797.
6. Jackson, D. Y.; Schultz, P. G. J. Am. Chem. Soc. 1991, 113, 2319.
7. Uno, T.; Gong, B.; Schultz, P. G. J. Am. Chem. Soc. 1994, 116, 1145.
8. Chomczynski, P. and Sacchi, N. Anal. Biochem. 1987, 162, 156.
9. Huse, W. D.; Sastry, L.; Kang, S. A.; Alting-Mees, M.; Burton, D. R.; Benkovic, S. J.; Lerner, R. A. Science 1989, 246, 1275.
10. Ulrich, H. D.; Patten, P. A.; Yang, P. L., Romesberg, F. E.; Schultz, P. G. Proc. Natl. Acad. Sci. U.S.A. 1995, 88, 8784.
11. Kunkel, T. A.; Roberts, J. D.; Zakour, R. A. Methods in Enzymol. 1987, 154, 367.
12. Sanger, W.; Nicklen, S.; Coulson, A. R. Proc. Natl. Acad. Sci. U.S.A. 1977, 74, 5463.
13. Chothia, C.; Lesk, A. M. J. Mol. Biol. 1987, 196, 901.
14. Oxford Molecular, 1994.
15. Biosym Technologies, 1992.
16. Patten, P. A.; Gray, N. S.; Yang, P. L.; Marks, C. B., Wedemayer, G. L.; Boniface, J. J.; Stevens, R. C.; Schultz, P. G. Science 1996, 271, 1086.
17. Hsieh-Wilson, L. C.; Schultz, P. G.; Stevens, R. C. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 5363.
18. Potter, M.; Newell, J. B.; Rudikoff, S.; Haber, E. Mol. Immunol. 1982, 19, 1.
19. Heinrich, G.; Traunecker, A.; Tonegawa, S., J. Exp. Med. 1984, 159, 417.
20. Dildrop, R. Immunol. Today 1984, 5, 85.
21. Brodeur, P. H.; Riblet, R. Eur. J. Immunol. 1984, 14, 922.
22. (a) Dul, J. L.; Argon, Y. Proc. Natl. Acad. Sci. U.S.A. 1990, 87, 8135.
23. (b) Dul, J. L.; Burrone, O. R.; Argon, Y. J. Immunol. 1992, 127, 2609.
24. Wu, G. E.; Hozumi, N.; Murialdo, H. Cell 33, 77.
25. Martin, T. M.; Kowalczyk, C.; Steven, S.; Wiens, G. D.; Stenzel-Poore, M. P.; Rittenberg, M. B. J. Immunol. 1996, 157, 4341.
26. (a) Yu, J.; Hsieh, L.; Kochersperger, L.; Yonkovich, S.; Stephens, J. C.; Gallop, M. A.; Schultz, P. G. Angew. Chem., Int. Ed. Engl. 1994, 33, 339.
27. (b) Reymond, J. L.; Janda, K. D.; Lerner, R. A. Angew. Chem., Int. Ed. Engl. 1991, 30, 1771.
28. Yu, J. and Schultz, P. G. J. Chem. Soc., Chem. Commun., in press.
29. Janda, K. D.; Lo, L.-C.; Shin, M.-M.; Wang, R.; Wong, C.-H.; Lerner, R. A. Science 1997, 275, 945.
30. (e) Yu, J.; Choi, S. Y.; Moon, K.-D.; Chung, H.-H.; Youn, H. J.; Jeong, S.; Park, H.; Schultz, P. G. Proc. Natl. Acad. Sci. U.S.A., in press.