Abstract
The relationship between molecular structure and physical properties of monolayers of complexes between an amphiphilic, steroidal cholesterol-substituted phenylboronic acid (1) and mono-saccharides was studied at the air–water interface. Phase transition, compressibility and limiting molecular area of monolayers of 1 in the presence of monosaccharides are correlated with the calculated structures of the phenylboronic acid–monosaccharide complexes. The monolayer of 1 exhibits chiral discrimination towards optical isomers of monosaccharides. The phase transition during compression of monolayers of 1 is discussed to reflect rearranged binding positions between the boronic acid and monosaccharides.
| Original language | English |
|---|---|
| Pages (from-to) | 697-702 |
| Number of pages | 6 |
| Journal | Journal of the Chemical Society, Perkin Transactions 2 |
| Volume | 1994 |
| Issue number | 4 |
| DOIs | |
| Publication status | Published - 1994 |