Enantioselectivity vs. kinetic resolution in antibody catalysis: Formation of the (S) product despite preferential binding of the (R) intermediate

Doron Shabat, Hagit Shulman, Harel Itzhaky, Jean Louis Raymond, Ehud Keinan

Research output: Contribution to journalArticlepeer-review

Abstract

Antibody 14D9, which catalyzes the stereoselective transformation of achiral enol ethers into the corresponding (S)-ketals, resolves a racemic mixture of structurally similar chiral enol ethers by selective conversion of the (R)-enol ether into the (R)-ketal, raising the possibility that the (S) transition state is preferencially stabilized by the antibody despite a better binding of the (R) intermediate.

Original languageEnglish
Pages (from-to)1759-1760
Number of pages2
JournalChemical Communications
Issue number16
DOIs
StatePublished - 21 Aug 1998
Externally publishedYes

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