Cationic acyclic cucurbit[n]uril-type containers: synthesis and molecular recognition toward nucleotides.

ABSTRACT: We report the synthesis of M2NH3 which is a tetracationic analogue of our prototypical acyclic CB[n]-type molecular container M2. Both M1NH3 and M2NH3 possess excellent solubility in D₂O and do not undergo intermolecular self-association processes that would impinge on their molecular recognition properties. Compounds M1NH3 and M2NH3 do, however, undergo an intramolecular self-complexation process driven by ion-dipole interactions between the ureidyl C=O portals and the OCH₂CH₂NH₃ arms along with inclusion of one aromatic wall in its own hydrophobic cavity. The K_a values for M1NH3 and M2NH3 toward seven nucleotides were determined by ¹H NMR titration and found to be qui

SUBMITTER: Sigwalt D 

PROVIDER: S-EPMC5063241 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature