title: Synthetic hosts for molecular recognition of ureas.
abstract: Four hosts (7-10) containing 2,6-bisamidopyridine- and 2,5-bisamidopyrrole-bearing pyridyl or 1,8-naphthyridyl groups have been prepared and their structures studied by a combination of multinuclear NMR spectroscopy and X-ray crystallography. Their behavior in molecular recognition of urea derivatives, including (+)-biotin methyl ester, has been approached by molecular modeling (Monte Carlo conformational search, AMBER force field). The minimum energy values for the complexes are correlated with the experimental binding energies determined by means of (1)H NMR titrations.
authors: Departamento de Química Orgánica y Bio-Orgánica, Facultad de Ciencias, UNED, Senda del Rey 9, E-28040 Madrid, Spain.
authors: Dolores Santa
authors: DS
authors: María
authors: M Ángeles
authors: MÁ
authors: Farrán
authors: M Ángeles
authors: MÁ
authors: García
authors: Elena
authors: E
authors: Pinilla
authors: M Rosario
authors: MR
authors: Torres
authors: José
authors: J
authors: Elguero
authors: Rosa M
authors: RM
authors: Claramunt
mesh_terms: D001710:Biotin / Q000031:analogs & derivatives* / Q000737:chemistry; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D009010:Monte Carlo Method; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D014508:Urea / Q000737:chemistry*
chemical_list: C568412:2,5-bisamidopyrrole; C568411:2,6-bisamidopyridine; D011725:Pyridines; D011758:Pyrroles; D001710:Biotin; D014508:Urea; C411823:biotin methyl ester