Novel triazolopeptides: chirospecific synthesis and conformational studies of proline derived analogs

Paul A, Einsiedel J, Waibel R, Heinemann FW, Meyer K, Gmeiner P (2009)

Publication Type: Journal article, Original article

Publication year: 2009

Journal

Tetrahedron Elsevier

Original Authors: Paul A., Einsiedel J., Waibel R., Heinemann F.W., Meyer K., Gmeiner P.

Publisher: Elsevier

Book Volume: 65

Pages Range: 6156-6168

Journal Issue: 31

DOI: 10.1016/j.tet.2009.05.045

Abstract

Replacing the backbone amide function by a heterocyclic bioisostere, [3+2] azide-alkyne cycloaddition has been applied for the construction of biologically relevant peptidomimetics. Starting from aminoalkynoates, triazole formation was accomplished by addition of hydrazoic acid. NMR studies displayed that the newly developed 4,5-triazolopeptides, which incorporate a biomimetic triazole NH-function as polar constraint element, showed a substantially higher tendency to form a cis-prolyl-geometry than a comparable native peptide sequence. © 2009 Elsevier Ltd. All rights reserved.

Authors with CRIS profile

Jürgen Einsiedel Lehrstuhl für Pharmazeutische Chemie Reiner Waibel Lehrstuhl für Pharmazeutische Chemie Frank Wilhelm Heinemann Lehrstuhl für Anorganische und Allgemeine Chemie Karsten Meyer Lehrstuhl für Anorganische und Allgemeine Chemie Peter Gmeiner Lehrstuhl für Pharmazeutische Chemie

How to cite

APA:

Paul, A., Einsiedel, J., Waibel, R., Heinemann, F.W., Meyer, K., & Gmeiner, P. (2009). Novel triazolopeptides: chirospecific synthesis and conformational studies of proline derived analogs. Tetrahedron, 65(31), 6156-6168. https://doi.org/10.1016/j.tet.2009.05.045

MLA:

Paul, A., et al. "Novel triazolopeptides: chirospecific synthesis and conformational studies of proline derived analogs." Tetrahedron 65.31 (2009): 6156-6168.

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