Synthetic hydrogen bonding receptors as models of transacylase enzymes

Paolo Tecilla, Vrej Jubian, Andrew D. Hamilton

Research output: Contribution to journalArticle

Abstract

A family of synthetic receptors has been prepared containing a barbiturate binding site and an appended thiol nucleophile. These are shown to cause large accelerations in the thiolysis reactions of barbiturate active ester derivatives. The size of the acceleration is shown to depend critically on the length and flexibility of the spacer that links the thiol to the receptor.

Original languageEnglish (US)
Pages (from-to)435-448
Number of pages14
JournalTetrahedron
Volume51
Issue number2
DOIs
StatePublished - Jan 9 1995

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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