dc.contributor.author | Zachariassen, Zack Georg | |
dc.contributor.author | Thiele, Stefanie | |
dc.contributor.author | Berg, Erik | |
dc.contributor.author | Rasmussen, Pernille | |
dc.contributor.author | Fossen, Torgils | |
dc.contributor.author | Rosenkilde, Mette M. | |
dc.contributor.author | Våbenø, Jon | |
dc.contributor.author | Haug, Bengt Erik | |
dc.date.accessioned | 2016-08-09T09:49:44Z | |
dc.date.available | 2016-08-09T09:49:44Z | |
dc.date.issued | 2014 | |
dc.Published | Bioorganic & Medicinal Chemistry 2014, 22(17):4759-4769 | eng |
dc.identifier.issn | 1464-3391 | en_US |
dc.identifier.uri | https://hdl.handle.net/1956/12518 | |
dc.description.abstract | Structure–activity relationship studies of the cyclopentapeptide CXCR4 antagonists (cyclo(-l-/d-Arg1-Arg2-2-Nal3-Gly4-d-Tyr5-)) suggest that the l-/d-Arg1-Arg2-2-Nal3 tripeptide sequence contained within these cyclopentapeptides serves as a recognition motif for peptidic CXCR4 antagonists. Starting by dissecting the cyclopentapeptide structure and reintroducing cyclic constraints in a stepwise manner, we here report a novel class of scaffold-based tripeptidomimetic CXCR4 antagonists based on the d-Arg-Arg-2-Nal motif. Biological testing of the prototype compounds showed that they represent new peptidomimetic hits; importantly, the modular nature of the scaffold provides an interesting starting point for future ligand optimization. | en_US |
dc.language.iso | eng | eng |
dc.publisher | Elsevier | en_US |
dc.subject | CXCR4 antagonist | eng |
dc.subject | Cyclopentapeptide | eng |
dc.subject | Peptidomimetic | eng |
dc.subject | Scaffold | eng |
dc.title | Design, synthesis, and biological evaluation of scaffold-based tripeptidomimetic antagonists for CXC chemokine receptor 4 (CXCR4) | en_US |
dc.type | Journal article | |
dc.date.updated | 2015-03-03T12:45:12Z | en_US |
dc.description.version | submittedVersion | en_US |
dc.rights.holder | Copyright 2014 The Authors | en_US |
dc.identifier.doi | https://doi.org/10.1016/j.bmc.2014.07.004 | |
dc.identifier.cristin | 1175525 | |
dc.subject.nsi | VDP::Mathematics and natural scienses: 400::Chemistry: 440::Pharmaceutical chemistry: 448 | en_US |
dc.subject.nsi | VDP::Matematikk og naturvitenskap: 400::Kjemi: 440::Legemiddelkjemi: 448 | en_US |