Catalysis of a Stereospecific Bimolecular Amide Synthesis by an Antibody

Overview

Journal Proc Natl Acad Sci U S A

Specialty Science

Date 1988 Aug 1

PMID 3399496

Citations 7

Authors

S J Benkovic

A D Napper

R A Lerner

Affiliations

Soon will be listed here.

Abstract

We report a nonhydrolytic bimolecular aminolysis reaction catalyzed by an antibody. The stereospecific formation of an amide from racemic lactone plus an aromatic amine is described by a random equilibrium bireactant kinetic sequence. The observed turnover rate may be approximated from the measured difference between the binding of reactants and the transition state analog.

Citing Articles

Dissection of an antibody-catalyzed reaction.

Stewart J, Krebs J, Siuzdak G, Berdis A, Smithrud D, Benkovic S Proc Natl Acad Sci U S A. 1994; 91(16):7404-9.

PMID: 8052597 PMC: 44409. DOI: 10.1073/pnas.91.16.7404.

Antibody catalysis of peptide bond formation.

Jacobsen J, Schultz P Proc Natl Acad Sci U S A. 1994; 91(13):5888-92.

PMID: 8016084 PMC: 44102. DOI: 10.1073/pnas.91.13.5888.

Hapten design for the generation of catalytic antibodies.

Thomas N Appl Biochem Biotechnol. 1994; 47(2-3):345-72.

PMID: 7944348 DOI: 10.1007/BF02787945.

Aspects of antibody-catalyzed primary amide hydrolysis.

Titmas R, Angeles T, Sugasawara R, Aman N, Darsley M, Blackburn G Appl Biochem Biotechnol. 1994; 47(2-3):277-90; discussion 291-2.

PMID: 7944343 DOI: 10.1007/BF02787940.

Immune recognition, antigen design, and catalytic antibody production.

Tramontano A Appl Biochem Biotechnol. 1994; 47(2-3):257-73; discussion 273-5.

PMID: 7944342 DOI: 10.1007/BF02787939.

References

Henderson P . A linear equation that describes the steady-state kinetics of enzymes and subcellular particles interacting with tightly bound inhibitors. Biochem J. 1972; 127(2):321-33. PMC: 1178592. DOI: 10.1042/bj1270321. View

Jencks W . Binding energy, specificity, and enzymic catalysis: the circe effect. Adv Enzymol Relat Areas Mol Biol. 1975; 43:219-410. DOI: 10.1002/9780470122884.ch4. View

Napper A, Benkovic S, Tramontano A, Lerner R . A stereospecific cyclization catalyzed by an antibody. Science. 1987; 237(4818):1041-3. DOI: 10.1126/science.3616626. View

Tramontano A, Janda K, Lerner R . Catalytic antibodies. Science. 1986; 234(4783):1566-70. DOI: 10.1126/science.3787261. View

Tramontano A, Janda K, Lerner R . Chemical reactivity at an antibody binding site elicited by mechanistic design of a synthetic antigen. Proc Natl Acad Sci U S A. 1986; 83(18):6736-40. PMC: 386584. DOI: 10.1073/pnas.83.18.6736. View