Orthanilic acid-promoted reverse turn formation in peptides

Orthanilic acid (2-aminobenzenesulfonic acid, (S)Ant), an aromatic β-amino acid, has been shown to be highly useful in inducing a folded conformation in peptides. When incorporated into peptide sequences (Xaa-(S)Ant-Yaa), this rigid aromatic β-amino acid strongly imparts a reverse-turn conformation...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2013-03, Vol.49 (22), p.2222-2224
Hauptverfasser: Kale, Sangram S, Priya, Gowri, Kotmale, Amol S, Gawade, Rupesh L, Puranik, Vedavati G, Rajamohanan, P R, Sanjayan, Gangadhar J
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Sprache:eng
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Zusammenfassung:Orthanilic acid (2-aminobenzenesulfonic acid, (S)Ant), an aromatic β-amino acid, has been shown to be highly useful in inducing a folded conformation in peptides. When incorporated into peptide sequences (Xaa-(S)Ant-Yaa), this rigid aromatic β-amino acid strongly imparts a reverse-turn conformation to the peptide backbone, featuring robust 11-membered-ring hydrogen-bonding.
ISSN:1359-7345
1364-548X
DOI:10.1039/c3cc40522b