Discovery of new peptide-based catalysts for the direct asymmetric aldol reaction

被引：143
作者：
Kofoed, J
Nielsen, J
Reymond, JL
机构：
[1] Univ Bern, Dept Biochem & Chem, CH-3012 Bern, Switzerland
[2] Royal Vet & Agr Univ, Dept Chem, DK-1871 Frederiksberg C, Denmark
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 15期
关键词：
D O I：
10.1016/S0960-894X(03)00498-0
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
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. (C) 2003 Elsevier Ltd. All rights reserved.
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页码：2445 / 2447
页数：3
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