Kofoed Jacob, Nielsen John, Reymond Jean-Louis
Department of Chemistry and Biochemistry, University of Berne, Freiestrasse 3, 3012 Bern, Switzerland.
Bioorg Med Chem Lett. 2003 Aug 4;13(15):2445-7. doi: 10.1016/s0960-894x(03)00498-0.
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.
