Self-assembly and stability of double rosette nanostructures with biological functionalities.
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.
ten Cate
Mattijs G J
MG
Laboratory of Supramolecular Chemistry and Technology, MESA+ Institute for Nanotechnology, University of Twente, P.O. Box 217, 7500, AE Enschede, The Netherlands.
Omerović
Merdan
M
Oshovsky
Gennady V
GV
Crego-Calama
Mercedes
M
Reinhoudt
David N
DN
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
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