Monolayer studies of sugar- and nucleoside-terminated dendrimers at the air–water interface

Sugar- and adenosine-terminated dendrimers, [1,2-o-Isopropylideneribosyl-(G1-12acid), -(G2-36acid)] and [Adenosyl-(G1-12acid), -(G2-36acid)], were synthesized using Newkomeʹs dendrimer synthetic method. Langmuir and Langmuir–Blodgett (LB) monolayers of these dendrimers have been constructed and characterized at the air–water interface and on solid substrates by measuring surface pressure–molecular area (Π–A) isotherms, atomic force microscopy (AFM), ellipsometry and contact angle measurement. Π–A isotherms and AFM images showed that these dendrimers formed stable and homogeneous monolayers without aggregation on pure water surface. The first and second generation of sugar-terminated dendrimers show molecular areas of 647 and 1359 Å2, respectively. Ellipsometry measurement indicates that the thickness of both the first and the second generation of sugar-terminated dendrimers were about 10 Å. This reflects a flat orientation of both molecules at the air–water interface. On the other hand, the first generation of adenosine-terminated dendrimer shows an area of 105.6 Å2 per molecule with a thickness of 16 Å, and for the second generation, the area was 738.4 Å2 with a thickness of 27 Å. These results suggested that adenosine-terminated dendrimers maintain a spherical form at the air–water interface. It was found that small difference in the structure of thymine and uracil in the subphase critically affects the interaction of the molecules and conformation of the dendrimers at the interface.