Molecular Description of Grafted Supramolecular Assemblies on Gold Surfaces: Effect of Grafting Points and Chain Lengths.

ABSTRACT: The association of 4 aminoazobenzene (4AA) with two different water-soluble hosts, ?-cyclodextrins (?-CD) and calixarenesulfonates (CnS), was studied in heterogeneous conditions using molecular simulations. This situation is achieved by immobilization of macrocycles onto a gold Au(111) surface. Several factors that can influence the binding properties are investigated here through the chain length of alkylthiols spacer of the surface-immobilized host and the number of attachment points to the surface. A conformational change of ?-CD as a function of the chain length is evidenced upon grafting on the gold surface, whereas CnS does not show any changes. It is then possible to tune the thermodynamic properties of ?-CD by changing the grafted chain length and forming a larger hydrophobic region. The mechanisms of insertion of guests into the cavities are similar to those obtained in a homogeneous system. 4AA is included longitudinally in the ?-CD cavity, and it interacts rather with the sulfonate groups of the CnS located at the outer edge of the cavity.

SUBMITTER: Garnier L 

PROVIDER: S-EPMC7365550 | biostudies-literature | 2020 Jul

REPOSITORIES: biostudies-literature