@article{145, keywords = {Circular Dichroism, Cyclodextrins, Optical Devices, Spectrophotometry, Ultraviolet, Stereoisomerism, Sulfates, Surface Properties}, author = {Ferenc Zsila}, title = {Inclusion excluded: Chiroptical sensing of the external surface of sulfated cyclodextrins.}, abstract = {

It is shown that the heparin antagonist bis-aminoquinoline derivative surfen interacts with sulfated cyclodextrins in a unique fashion. Analysis of the UV spectroscopic data revealed exceptionally strong association (K(a) ~ 10(7) M(-1)) of several surfen molecules to the external surface of the cyclodextrin hosts. H-bonded to the sulfate groups in 1:1 stoichiometry, the drug molecules form a chiral layer around the macrocycles. Due to the steric proximity, dipole-dipole coupling occurs between the adjacent aminoquinoline rings that accounts for the large UV hypochromism and the induced exciton couplet in the circular dichroism spectra.

}, year = {2015}, journal = {Biochem Biophys Res Commun}, volume = {460}, pages = {863-7}, month = {2015 May 8}, issn = {1090-2104}, doi = {10.1016/j.bbrc.2015.03.123}, }