Orthanilic acid-promoted reverse turn formation in peptides.

Chem Commun (Camb)

Division of Organic Chemistry, National Chemical Laboratory, Dr Homi Bhabha Road, Pune 411 008, India.

Published: March 2013

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.

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http://dx.doi.org/10.1039/c3cc40522bDOI Listing

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