Chemical space screening around Phe

Autor: Wim Bert Griet Schepens, Peter W. Schiller, Steven Ballet, Emilie Eiselt, Nga N. Chung, Tom Willemse, Louis Gendron, Jean-Michel Longpré, Philippe Sarret, Karlijn Hollanders, Véronique Blais, Bert U. W. Maes, Herman van Vlijmen, Brain Holleran

Publikováno v: Bioorganic and medicinal chemistry letters

In this study, affinities and activities of derivatized analogues of Dmt-dermorphin[1–4] (i.e. Dmt- d -Ala-Phe-GlyNH2, Dmt = 2′,6′-dimethyl-(S)-tyrosine) for the µ opioid receptor (MOP) and δ opioid receptor (DOP) were evaluated using radioli

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::bc40e2f639f846a37ff4f51844588a99
https://pubmed.ncbi.nlm.nih.gov/30195888

χ-Space Screening of Dermorphin-Based Tetrapeptides through Use of Constrained Arylazepinone and Quinolinone Scaffolds

Autor: Louis Gendron, Dirk Tourwé, Frédéric Bihel, Nga N. Chung, Peter W. Schiller, Olivier Van der Poorten, Cecilia Betti, Robin Van Den Hauwe, Karel Guillemyn, Emilie Eiselt, Steven Ballet, François Hallé, Philippe Sarret

Publikováno v: ACS Medicinal Chemistry Letters
ACS Medicinal Chemistry Letters, American Chemical Society, 2017, 8 (11), pp.1177-1182. ⟨10.1021/acsmedchemlett.7b00347⟩

Herein, the synthesis of novel conformationally constrained amino acids, 4-amino-8-bromo-2-benzazepin-3-one (8-Br-Aba), 3-amino-3,4-dihydroquinolin-2-one, and regioisomeric 4-amino-naphthoazepinones (1- and 2-Ana), is described. Introduction of these

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::0eb26d3a07e8388d155d1e134bca1b18
https://hal.archives-ouvertes.fr/hal-02368778

‘Carba’-carfentanil (trans isomer): A μ opioid receptor (MOR) partial agonist with a distinct binding mode

Autor: Nga N. Chung, Peter W. Schiller, Jason J. Guo, Grazyna Weltrowska, Brian C. Wilkes, Carole Lemieux

Publikováno v: Bioorganic & Medicinal Chemistry. 22:4581-4586

There is strong evidence to indicate that a positively charged nitrogen of endogenous and exogenous opioid ligands forms a salt bridge with the Asp residue in the third transmembrane helix of opioid receptors. To further examine the role of this elec

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3468580a8b3c7c4721f5282f698bcc8b
https://doi.org/10.1016/j.bmc.2014.07.033

Antinociceptive effects of two deltorphins analogs in the tail-immersion test in rats

Autor: Ewa Gibula-Bruzda, Jan Izdebski, Jolanta Kotlinska, Ewa Witkowska, Nga N. Chung, Peter W. Schiller

Publikováno v: Peptides. 39:103-110

The antinociceptive effects of analogs of deltorphins: cyclo(Nδ,Nδ-carbonyl-D-Orn2, Orn4)deltorphin (DEL-6) and deltorphin II N-(ureidoethyl)amide (DK-4) after intracerebroventricular (i.c.v.) administration were investigated in the tail-immersion

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::223b220bcd570c7d8e664a15f22daaa9
https://doi.org/10.1016/j.peptides.2012.11.008

Variation of the Net Charge, Lipophilicity, and Side Chain Flexibility in Dmt1-DALDA: Effect on Opioid Activity and Biodistribution

Autor: Sofie Stalmans, Steven Ballet, Carole Lemieux, Dirk Tourwé, Nathalie Bracke, Mariana Spetea, Mark E. Cooper, Peter W. Schiller, Bart De Spiegeleer, Evelien Wynendaele, Sylvia Van Dorpe, Johannes Zuegg, Cecilia Betti, Alexandre Novoa, Nga N. Chung

Publikováno v: Journal of Medicinal Chemistry. 55:9549-9561

The influence of the side chain charges of the second and fourth amino acid residues in the peptidic mu opioid lead agonist Dmt-D-Arg-Phe-Lys-NH2. ([Dmt(1)-DALDA) was examined. Additionally, to increase the overall lipophilicity of [Dmt(1)]-DALDA and

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::58f81ee53381e5e00aee9c3099f9d38e
https://doi.org/10.1021/jm3008079