A rationally designed aldolase foldamer

Manuel M. Müller, Matthew A. Windsor, William C. Pomerantz, Samuel H. Gellman, Donald Hilvert

Research output: Contribution to journalArticle

111 Scopus citations

Abstract

(Chemical Equation Presented) Neatly folded: A decameric β-peptide shows enzyme-like catalytic properties. The foldamer, which bears a terminal heptanoyl unit and displays a thermostable helical structure with an array of ammonium-group side chains, accelerates a retroaldol reaction (see scheme) by more than three orders of magnitude through an imine mechanism.

Original languageEnglish (US)
Pages (from-to)922-925
Number of pages4
JournalAngewandte Chemie - International Edition
Volume48
Issue number5
DOIs
StatePublished - Jan 19 2009

    Fingerprint

Keywords

  • Aldol reaction
  • Enzyme models
  • Homogeneous catalysis
  • Peptides
  • Preorganization

Cite this