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

Mengel, Anne and Reiser, Oliver and Aube, Jeffrey (2008) Synthesis and structural study of cyclic 5-aminovaleric acid-linked beta-Ala-beta-Ala dipeptides. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 18 (22). pp. 5975-5977. ISSN 0960-894X,

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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. (C) 2008 Elsevier Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: CONFORMATIONAL FREE-ENERGIES; CHAIN REVERSALS; MODEL PEPTIDES; AMINO-ACIDS; TURN MIMICS; CYS-NHME; BEND; CYCLO(L-ALANYLGLYCYL-EPSILONAMINOCAPROYL); CYCLIZATION; PROTEINS; beta-Peptide; Cyclic peptide; Peptidomimetics
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 19 Oct 2020 05:48
Last Modified: 19 Oct 2020 05:48
URI: https://pred.uni-regensburg.de/id/eprint/30050

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