Catalytic Antibodies: A New Class of Transition‐State Analogues Used to Elicit Hydrolytic Antibodies

Kevan M. Shokat, Marcia K. Ko, Thomas S. Scanlan, Lynn Kochersperger, Shirlee Yonkovich, Suvit Thaisrivongs, Peter G. Schultz

Research output: Contribution to journalReview article

44 Scopus citations

Abstract

The design and generation of selective catalysts is an important aim of chemists and biologists. A number of successful strategies have emerged, including the synthesis and derivatization of synthetic hosts, the chemical modification and site‐directed mutagenesis of enzymes, and the attenuation of natural enzyme activities in organic solvents. Since 1986 several laboratories have exploited the immune system to generate selective catalysts capable of catalyzing a wide range of chemical transformations. These include acyl transfer, β‐elimination, carbon—carbon bond‐forming, carbon—carbon bond‐cleaving, porphyrin metalation, peroxidation, and redox reactions. The variety and number of transformations catalyzed by antibodies in this short period of time is testament to the versatility and power of the method in generating selective catalysts for applications in chemistry, biology, and medicine. Here we report the use of a new class of uncharged transition‐state analogues for generating antibodies capable of catalyzing ester and carbonate hydrolysis. These antibodies are compared to those raised against tetrahedral phosphate and phosphonate transition‐state analogues.

Original languageEnglish (US)
Pages (from-to)1296-1303
Number of pages8
JournalAngewandte Chemie International Edition in English
Volume29
Issue number11
DOIs
StatePublished - Nov 1990

Keywords

  • Antibodies
  • Catalytic antibodies

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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