1597495-23-2Relevant academic research and scientific papers
Trapping of organophosphorus chemical nerve agents in water with amino acid functionalized baskets
Ruan, Yian,Dalkilic, Erdin,Peterson, Paul W.,Pandit, Aroh,Dastan, Arif,Brown, Jason D.,Polen, Shane M.,Hadad, Christopher M.,Badjic, Jovica D.
, p. 4251 - 4256 (2014)
We prepared eleven amino-acid functionalized baskets and used 1H NMR spectroscopy to quantify their affinity for entrapping dimethyl methylphosphonate (DMMP, 118 A3) in aqueous phosphate buffer at pH=7.0±0.1; note that DMMP guest is akin in size to chemical nerve agent sarin (132 A3). The binding interaction (Ka) was found to vary with the size of substituent groups at the basket′s rim. In particular, the degree of branching at the first carbon of each substituent had the greatest effect on the host-guest interaction, as described with the Verloop′s B1 steric parameter. The branching at the remote carbons, however, did not perturb the encapsulation, which is important for guiding the design of more effective hosts and catalysts in future. Nervous trapping: The binding affinity (Ka) of amino acid functionalized baskets toward a dimethyl methylphosphonate (DMMP) guest, akin in size to the chemical nerve-agent sarin, is a function of the size of the substituent R groups at the basket′s rim. In particular, the greater degree of branching at the first carbon atom of each substituent lowers the host affinity toward DMMP (see figure).
