2-Aryl-2,2-difluoroacetamide FKBP12 Ligands: Synthesis and X-ray Structural Studies

Autor:	Gene M. Dubowchik, Karin Sipman, Vivekananda M. Vrudhula, Todd A. Verdoorn, Alexander Vinitsky, Bireshwar Dasgupta, Sagarika Bollini, Ti Chen, Steven Sheriff, Jeffrey Tredup, Dolatrai M. Vyas, Jonathan L. Ditta, Mark R. Witmer
Rok vydání:	2001
Předmět:	Models Molecular Magnetic Resonance Spectroscopy Hydrocarbons Fluorinated Stereochemistry chemistry.chemical_element Tacrolimus Binding Protein 1A Isomerase Crystallography X-Ray Ligands Ring (chemistry) Biochemistry Tacrolimus Tacrolimus Binding Proteins chemistry.chemical_compound Acetamides Animals Physical and Theoretical Chemistry Binding Sites Molecular Structure Chemistry Hydrogen bond Aryl Organic Chemistry X-ray FKBP Fluorine Immunosuppressive Agents Protein Binding
Zdroj:	Organic Letters. 3:3987-3990
ISSN:	1523-7052 1523-7060
Popis:	[structure: see text] 2-Aryl-2,2-difluoroacetamido-proline and pipecolate esters are high affinity FKBP12 ligands whose rotamase inhibitory activity is comparable to that seen for the corresponding ketoamides. X-ray structural studies suggest that the fluorine atoms participate in discrete interactions with the Phe36 phenyl ring and the Tyr26 hydroxyl group, with the latter resembling a moderate-to-weak hydrogen bond.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::ef5e9c28b75ba311bb469b8712ef5160 https://doi.org/10.1021/ol0166909 Zobrazit plný text záznamu