title: Self-assembly and stability of double rosette nanostructures with biological functionalities.
abstract: The syntheses of calix[4]arene dimelamines that are functionalized with alkyl, aminoalkyl, ureido, pyridyl, carbohydrate, amino acid and peptide functionalities, and their self-assembly with barbituric acid or cyanuric acid derivatives into well-defined hydrogen-bonded nanostructures are described. The thermodynamic stability of these hydrogen-bonded assemblies was studied by CD spectroscopy in mixtures of CHCl3 and MeOH. The stability of the assemblies depends on several steric factors and the polarity of the functional groups connected to the assembly components.
authors.affiliation: Laboratory of Supramolecular Chemistry and Technology, MESA+ Institute for Nanotechnology, University of Twente, P.O. Box 217, 7500, AE Enschede, The Netherlands.
authors.forename: Mattijs G J
authors.initials: MG
authors.lastname: ten Cate
authors.forename: Merdan
authors.initials: M
authors.lastname: Omerović
authors.forename: Gennady V
authors.initials: GV
authors.lastname: Oshovsky
authors.forename: Mercedes
authors.initials: M
authors.lastname: Crego-Calama
authors.forename: David N
authors.initials: DN
authors.lastname: Reinhoudt
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry; D001463:Barbiturates / Q000737:chemistry; D047250:Calixarenes / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry; D002942:Circular Dichroism; D006860:Hydrogen Bonding; D008968:Molecular Conformation; D049329:Nanostructures / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry; D010636:Phenols / Q000737:chemistry*; D013237:Stereoisomerism; D013816:Thermodynamics; D014227:Triazines / Q000737:chemistry
chemical_list: D000588:Amines; D000596:Amino Acids; D001463:Barbiturates; D002241:Carbohydrates; D010455:Peptides; D010636:Phenols; D014227:Triazines; C121325:calix(4)arene; D047250:Calixarenes; C004632:cyanuric acid; C011907:melamine; C032232:barbituric acid