UNC Center for Dynamic Combinatorial Chemistry.

摘要

We have initiated our search for anion receptors using the hypothesis that the binding of complex anions (e.g. ATP, ADP, nitrotyrosine, phosphotyrosine, etc for these model studies), will require a domain for the binding of the more hydrophobic portion of the molecule (the nucleobase) and a domain for desolvating and subsequently binding the phosphate portion of the anion. To achieve this end we have designed monomers that will form a cavity to bind the organic portion of the organophosphates selectively while also providing electrostatic interactions to stabilize the phosphate anion. Disulfide exchange was selected as the reversible reaction to generate the library, as it is compatible with aqueous solution and is well established for DCC. In addition, we have developed thioester exchange as an alternative reversible reaction because it is significantly faster than disulfide exchange.