A dipeptide analog b-turn mimetic with fixed configuration at a-carbons of two amino acid residues in structure type b-turn has been synthesized starting from L-phenilalanine and L-cysteine in short steps.
Synthesis of a Conformationally Flexible β-Hairpin Mimetic
✍ Scribed by Reinhard W. Hoffmann; Ulrich Schopfer; Gerhard Müller; Trixi Brandl
- Publisher
- John Wiley and Sons
- Year
- 2002
- Tongue
- German
- Weight
- 270 KB
- Volume
- 85
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
Rational conformation design led us to a synthesis of the ω‐amido‐undecenamide 4, which was shown by theoretical means (simulated annealing techniques) and by NMR and IR spectroscopy to have a high tendency to populate a conformation corresponding to a natural β‐II′‐type hairpin, despite possessing a conformationally fully flexible open‐chain backbone.
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