Note to users. If you're seeing this message, it means that your browser cannot find this page's style/presentation instructions -- or possibly that you are using a browser that does not support current Web standards. Find out more about why this message is appearing, and what you can do to make your experience of our site the best it can be.

Science 8 July 1994:
Vol. 265. no. 5169, pp. 234 - 237
DOI: 10.1126/science.8023141
Prev | Table of Contents | Next

Articles

Science, Vol 265, Issue 5169, 234-237
Copyright © 1994 by American Association for the Advancement of Science

articles

Peptide synthesis catalyzed by an antibody containing a binding site for variable amino acids

R Hirschmann, AB Smith 3rd, CM Taylor, PA Benkovic, SD Taylor, KM Yager, PA Sprengeler, and SJ Benkovic

Department of Chemistry, University of Pennsylvania, Philadelphia 19104.

Monoclonal antibodies, induced with a phosphonate diester hapten, catalyzed the coupling of p-nitrophenyl esters of N-acetyl valine, leucine, and phenylalanine with tryptophan amide to form the corresponding dipeptides. All possible stereoisomeric combinations of the ester and amide substrates were coupled at comparable rates. The antibodies did not catalyze the hydrolysis of the dipeptide product nor hydrolysis or racemization of the activated esters. The yields of the dipeptides ranged from 44 to 94 percent. The antibodies were capable of multiple turnovers at rates that exceeded the rate of spontaneous ester hydrolysis. This achievement suggests routes toward creating a small number of antibody catalysts for polypeptide syntheses.


THIS ARTICLE HAS BEEN CITED BY OTHER ARTICLES:
Influenza hemagglutinin is spring-loaded by a metastable native conformation.
C. M. Carr, C. Chaudhry, and P. S. Kim (1997)
PNAS 94, 14306-14313
   Abstract »    Full Text »    PDF »
From molecular diversity to catalysis: lessons from the immune system.
P. Schultz and R. Lerner (1995)
Science 269, 1835-1842
   Abstract »    PDF »
Inaugural Article: Cyclic peptide formation catalyzed by an antibody ligase.
D. B. Smithrud, P. A. Benkovic, S. J. Benkovic, V. Roberts, J. Liu, I. Neagu, S. Iwama, B. W. Phillips, A. B. Smith III, and R. Hirschmann (2000)
PNAS 97, 1953-1958
   Abstract »    Full Text »    PDF »


To Advertise     Find Products

Science. ISSN 0036-8075 (print), 1095-9203 (online)