Abstract
A new α-helix mimetic was designed by using a benzamide as a rigid scaffold. It presents three functional groups corresponding to side chains of amino acids found at the i, i + 4, and i + 7 positions of an ideal α-helix, which are displayed on the same helical face. Its efficient synthesis was achieved by employing simple alkylation and amidation reactions which can be easily adapted for solid-phase synthesis. As a result, two tris-benzamides were produced to mimic two helical regions found in a peptide hormone, glucagon.
Original language | English (US) |
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Pages (from-to) | 3543-3547 |
Number of pages | 5 |
Journal | Tetrahedron Letters |
Volume | 48 |
Issue number | 20 |
DOIs | |
State | Published - May 14 2007 |
Keywords
- Benzamide scaffold
- Glucagon antagonists
- Inhibitors for protein-protein interaction
- α-Helix mimetics
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry