Stereochemical Control of Hairpin Formation in β-Peptides Containing Dinipecotic Acid Reverse Turn Segments
✍ Scribed by Chung, Yong Jun; Huck, Bayard R.; Christianson, Laurie A.; Stanger, Heather E.; Krauthäuser, Susanne; Powell, Douglas R.; Gellman, Samuel H.
- Book ID
- 126930129
- Publisher
- American Chemical Society
- Year
- 2000
- Tongue
- English
- Weight
- 260 KB
- Volume
- 122
- Category
- Article
- ISSN
- 0002-7863
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📜 SIMILAR VOLUMES
The stereoselective synthesis of a-cinnamyl y-amino acids and the corresponding oligopeptides is described. Detailed 1D and 2D NMR studies in pyridine-ds .show that the (0tR)-cinnamyl y-amino acid tetrapeptide adopts a reverse turn structure, while the (otS)-cinnamyl y-amino acid tetrapeptide adopts
## Abstract Peptide β‐hairpin formation is facilitated by centrally positioned D‐Pro‐Xxx segments. The synthetic peptides Boc‐Leu‐Phe‐Val‐D‐Pro‐Ac~6~c‐Leu‐Phe‐Val‐OMe (**1**) and Boc‐Leu‐Phe‐Val‐D‐Pro‐Ac~8~c‐Leu‐Phe‐Val‐OMe (**2**) were synthesized in order to explore the role of bulky 1‐aminocyclo