title: The binding behavior of a helical column supramolecule formed by 6-deoxy-6-(2-pyrimidinethio)-β-cyclodextrin in both solution and the solid state.
abstract: The mono-modified β-cyclodextrin, 6-deoxy-6-(2-pyrimidinethio)-β-cyclodextrin, was synthesized and characterized. Its self-assembly behavior was measured in both solution and the solid state. The crystal structure shows that the pyrimidine group penetrates deeply into the hydrophobic cavity of the adjacent β-cyclodextrin from the second side, and the molecules are stacked along the twofold screw axis to form a head-to-tail helical columnar superstructure. Furthermore, the effective binding constant K and the aggregation number n were calculated to be 354M(-1) and 2.1, respectively, by means of (1)H NMR spectroscopy titration. The results indicate that the intramolecular/intermolecular interactions are a critical factor in determining the self-assembly behavior.
authors.affiliation: Key Laboratory of Industrial Fermentation Microbiology, Ministry of Education, College of Biotechnology, Tianjin University of Science & Technology, Tianjin 300457, PR China.
authors.forename: Wen-Jie
authors.initials: WJ
authors.lastname: Li
authors.forename: Zhi
authors.initials: Z
authors.lastname: Fan
authors.forename: Chun-Hua
authors.initials: CH
authors.lastname: Diao
authors.forename: Min
authors.initials: M
authors.lastname: Wang
mesh_terms: D001665:Binding Sites; D018360:Crystallography, X-Ray; D046911:Macromolecular Substances / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D019906:Nuclear Magnetic Resonance, Biomolecular; D011743:Pyrimidines / Q000138:chemical synthesis / Q000737:chemistry*; D012996:Solutions; D047392:beta-Cyclodextrins / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D046911:Macromolecular Substances; D011743:Pyrimidines; D012996:Solutions; D047392:beta-Cyclodextrins