Bioorganic & Medicinal Chemistry Letters 2008-11-15

Synthesis and structural study of cyclic 5-aminovaleric acid-linked beta-Ala-beta-Ala dipeptides.

Anne Mengel, Oliver Reiser, Jeffrey Aubé

Index: Bioorg. Med. Chem. Lett. 18(22) , 5975-7, (2008)

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Abstract

5-Aminovaleric acid and ornithine were evaluated as linkers for the cyclization of beta-dipeptides. Two linked examples of beta-Ala-beta-Ala were prepared by standard coupling methods and their conformations probed by NMR, CD, and computational means. The data suggest that these non- or monosubstituted versions of the target compounds are flexible in solution.