Trapping of Organophosphorus Chemical Nerve Agents in Water with Amino Acid Functionalized Baskets |
| |
| Authors: | Yian Ruan Erdin Dalkiliç Paul W. Peterson Aroh Pandit Prof. Arif Dastan Jason D. Brown Shane M. Polen Prof. Christopher M. Hadad Prof. Jovica D. Badjić |
| |
| Affiliation: | 1. Department of Chemistry and Biochemistry, The Ohio State University, 100 West 18th Avenue, Columbus OH 43210 (USA), Fax: (+1)?614‐292‐1685;2. Department of Chemistry, Ataturk University, Faculty of Sciences, 25240 Erzurum (Turkey) |
| |
| Abstract: | ![]()
We prepared eleven amino‐acid functionalized baskets and used 1H NMR spectroscopy to quantify their affinity for entrapping dimethyl methylphosphonate (DMMP, 118 Å3) in aqueous phosphate buffer at pH=7.0±0.1; note that DMMP guest is akin in size to chemical nerve agent sarin (132 Å3). 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. |
| |
| Keywords: | host– guest systems linear free‐energy relationship molecular encapsulation molecular recognition nerve agents |
|
|
