title: Positive homotropic allosteric binding of benzenediols in a hydrindacene-based exoditopic receptor: cooperativity in amide hydrogen bonding.
abstract: The preparation and complexation properties of a hydrindacene-based exoditopic receptor, that exhibits a positive homotropic allosteric binding process toward benzenediols, are described. The exoditopic receptors form 1:2 complexes with resorcinols, catechol, and 3-hydroxybenzyl alcohol with K2/K1 = 3-33. Both the entropy and the enthalpy terms are important in this allosteric system; the crystallographic studies provide the first clear evidence that the cooperativity in amide hydrogen bonding by polarization contributes to the positive homotropic allosteric binding property.
authors.affiliation: Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo, Japan. kawai@sci.hokudai.ac.jp
authors.forename: Hidetoshi
authors.initials: H
authors.lastname: Kawai
authors.forename: Ryo
authors.initials: R
authors.lastname: Katoono
authors.forename: Kouki
authors.initials: K
authors.lastname: Nishimura
authors.forename: Shunsuke
authors.initials: S
authors.lastname: Matsuda
authors.forename: Kenshu
authors.initials: K
authors.lastname: Fujiwara
authors.forename: Takashi
authors.initials: T
authors.lastname: Tsuji
authors.forename: Takanori
authors.initials: T
authors.lastname: Suzuki
mesh_terms: D000494:Allosteric Regulation; D000495:Allosteric Site; D000577:Amides / Q000737:chemistry*; D001555:Benzene Derivatives / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006860:Hydrogen Bonding; D007192:Indenes / Q000737:chemistry*; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D014961:X-Ray Diffraction
chemical_list: D000577:Amides; D001555:Benzene Derivatives; D006571:Heterocyclic Compounds; D007192:Indenes; D008024:Ligands; C488231:hydrindacene