Related Experiment Video
Updated: Sep 23, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Discovery of new peptide-based catalysts for the direct asymmetric aldol reaction
Jacob Kofoed1, John Nielsen, Jean-Louis Reymond
1Department of Chemistry and Biochemistry, University of Berne, Freiestrasse 3, 3012 Bern, Switzerland.
Abstract:
A series of oligo-peptide based catalysts were prepared using Fmoc solid-phase peptide synthesis. It was found that peptides with N-terminal proline residues catalyzed an aldol reaction yielding enantiomeric enriched product. Peptide H-Pro-Glu-Leu-Phe-OH catalyzed the reaction with good activity and moderate enantioselectivity (66% ee). Furthermore, it was shown that an acidic side chain and/or C-termini are essential to catalysis.
Related Concept Videos
Acid-Catalyzed Aldol Addition Reaction
Crossed Aldol Reaction Using Strong Bases: Directed Aldol Reaction
Aldol Condensation with β-Diesters: Knoevenagel Condensation
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Base-Catalyzed Aldol Addition Reaction
Intramolecular Aldol Reaction

