Show simple item record

dc.creatorDošen-Mićović, Ljiljana
dc.creatorIvanović, Milovan
dc.creatorMicovic, V
dc.date.accessioned2018-11-22T00:09:35Z
dc.date.available2018-11-22T00:09:35Z
dc.date.issued2006
dc.identifier.issn0968-0896
dc.identifier.urihttp://cherry.chem.bg.ac.rs/handle/123456789/771
dc.description.abstractFentanyl is a highly potent and clinically widely used narcotic analgesic. The synthesis of its analogs remains a challenge in the attempt to develop highly selective p-opioid receptor agonists with specific pharmacological properties. In this paper, the use of flexible molecular docking in a Study of the formation of complexes between a series of active fentanyl analogs and the mu-opioid receptor is described. The optimal position and orientation Of fourteen fentanyl analogs in the binding pocket of the mu-receptor were determined. The major receptor amino acids and the ligand functional groups participating in the complex formation were identified. Stereochemical effects on the potency and binding are explained. The proposed model of ligand-receptor binding is in agreement with point mutation experiments explaining the role of the amino acids: Asp147, Tyr148, Asn230, His297, Trp318, His319, Cys321, and Tyr326 in the complex formation. In addition, the following amino acids were identified as being important for ligand binding or receptor activation: Ile322, Gly325, Val300, Met203, Leu200, Val143, and Ile144. (c) 2005 Elsevier Ltd. All rights reserved.en
dc.publisherPergamon-Elsevier Science Ltd, Oxford
dc.rightsrestrictedAccess
dc.sourceBioorganic and Medicinal Chemistry
dc.subjectmolecural modelingen
dc.subjectfentanyl analogsen
dc.subjectligand-receptor interactionsen
dc.subjectdocking simulationen
dc.titleSteric interactions and the activity of fentanyl analogs at the mu-opioid receptoren
dc.typearticle
dc.rights.licenseARR
dcterms.abstractИвановић, Милован; Досен-Мицовиц, Л; Мицовиц, В;
dc.citation.volume14
dc.citation.issue9
dc.citation.spage2887
dc.citation.epage2895
dc.identifier.wos000236591200002
dc.identifier.doi10.1016/j.bmc.2005.12.010
dc.citation.other14(9): 2887-2895
dc.citation.rankM21
dc.identifier.pmid16376082
dc.type.versionpublishedVersionen
dc.identifier.scopus2-s2.0-33644982587
dc.identifier.rcubKon_1724


Files in this item

Thumbnail

This item appears in the following Collection(s)

Show simple item record