Tremmel, Peter and Geyer, Armin (2005) Pyridone dipeptides - Synthesis of a novel peptide chromophore. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (16). pp. 3475-3481. ISSN 1434-193X, 1099-0690
Full text not available from this repository. (Request a copy)Abstract
Sequential elimination of two water molecules transfers the diols 2 and 3 into the pyridone dipeptide 1. Both dehydration steps become part of the peptide synthesis under appropriate reaction conditions. A straightforward strategy for the incorporation of 1 in oligopeptide sequences is presented here. As part of the oligopeptide backbone, 1 has a local rigidifying effect which was studied in the cyclic octapeptides 16 and 25. Both cyclopeptides exhibit conformational averaging although a fixed conformation was identified for the 1-Phe tri-peptide fragment of octapeptide 25. The pyridone dipeptide 1 serves also as a fluorescence label and the UV/Vis-spectroscopic properties of tetrapeptide 13 are investigated here. The peptide backbones of the two cyclic octapeptides 16 and 25 arrange a pair of chromophores 1 in close vicinity of each other. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | DESIGN; PEPTIDOMIMETICS; ACIDS; peptidomimetics; peptides; heterocycles; lactams; bicyclic dipeptides; amino acids |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 03 May 2021 09:25 |
| Last Modified: | 03 May 2021 09:25 |
| URI: | https://pred.uni-regensburg.de/id/eprint/35773 |
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