Trapping of Organophosphorus Chemical Nerve Agents in Water with Amino Acid Functionalized Baskets

Ruan Y., DALKILIC E., Peterson P. W., Pandit A., DAŞTAN A., Brown J. D., ...Daha Fazla

CHEMISTRY-A EUROPEAN JOURNAL, cilt.20, sa.15, ss.4251-4256, 2014 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 20 Sayı: 15
  • Basım Tarihi: 2014
  • Doi Numarası: 10.1002/chem.201304779
  • Dergi Adı: CHEMISTRY-A EUROPEAN JOURNAL
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.4251-4256
  • Anahtar Kelimeler: host-guest systems, linear free-energy relationship, molecular encapsulation, molecular recognition, nerve agents, WARFARE AGENTS, BETA-CYCLODEXTRIN, RECOGNITION, DESTRUCTION, DECONTAMINATION, ENCAPSULATION, BIOSCAVENGER, DEGRADATION, ENANTIOMERS, ENTRAPMENT
  • Atatürk Üniversitesi Adresli: Evet

Özet

We prepared eleven amino-acid functionalized baskets and used H-1 NMR spectroscopy to quantify their affinity for entrapping dimethyl methylphosphonate (DMMP, 118 angstrom(3)) in aqueous phosphate buffer at pH=7.0 +/- 0.1; note that DMMP guest is akin in size to chemical nerve agent sarin (132 angstrom(3)). The binding interaction (K-a) was found to vary with the size of substituent groups at the baskets 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 Verloops 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.