Catalytic antibodies: A new class of transition-state analogues used to elicit hydrolytic antibodies

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

Research output: Contribution to journalArticle

43 Citations (Scopus)

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
Volume29
Issue number11
StatePublished - Nov 1990
Externally publishedYes

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Catalytic Antibodies
Antibodies
Carbon
Catalysts
Organophosphonates
Mutagenesis
Redox reactions
Immune system
Carbonates
Porphyrins
Chemical modification
Enzyme activity
Organic solvents
Medicine
Hydrolysis
Esters
Phosphates
Enzymes

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Shokat, K. M., Ko, M. K., Scanlan, T. T., Kochersperger, L., Yonkovich, S., Thaisrivongs, S., & Schultz, P. G. (1990). Catalytic antibodies: A new class of transition-state analogues used to elicit hydrolytic antibodies. Angewandte Chemie - International Edition, 29(11), 1296-1303.

Catalytic antibodies : A new class of transition-state analogues used to elicit hydrolytic antibodies. / Shokat, Kevan M.; Ko, Marcia K.; Scanlan, Thomas (Tom); Kochersperger, Lynn; Yonkovich, Shirlee; Thaisrivongs, Suvit; Schultz, Peter G.

In: Angewandte Chemie - International Edition, Vol. 29, No. 11, 11.1990, p. 1296-1303.

Research output: Contribution to journalArticle

Shokat, KM, Ko, MK, Scanlan, TT, Kochersperger, L, Yonkovich, S, Thaisrivongs, S & Schultz, PG 1990, 'Catalytic antibodies: A new class of transition-state analogues used to elicit hydrolytic antibodies', Angewandte Chemie - International Edition, vol. 29, no. 11, pp. 1296-1303.
Shokat, Kevan M. ; Ko, Marcia K. ; Scanlan, Thomas (Tom) ; Kochersperger, Lynn ; Yonkovich, Shirlee ; Thaisrivongs, Suvit ; Schultz, Peter G. / Catalytic antibodies : A new class of transition-state analogues used to elicit hydrolytic antibodies. In: Angewandte Chemie - International Edition. 1990 ; Vol. 29, No. 11. pp. 1296-1303.
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