Highly efficient cyclosarin degradation mediated by a β-cyclodextrin derivative containing an oxime-derived substituent

• Michael Zengerle,
• Florian Brandhuber,
• Christian Schneider,
• Franz Worek,
• Georg Reiter and
• Stefan Kubik

Beilstein J. Org. Chem. 2011, 7, 1543–1554, doi:10.3762/bjoc.7.182

• der Bundeswehr, Neuherbergstraße 11, D-80937 München, Germany 10.3762/bjoc.7.182 Abstract The potential of appropriately substituted cyclodextrins to act as scavengers for neurotoxic organophosphonates under physiological conditions was evaluated. To this end, a series of derivatives containing

• substituents represents a promising approach for the development of scavengers able to detoxify highly toxic nerve agents. Keywords: acetylcholinesterase; cyclodextrins; cyclosarin; neurotoxic organophosphonates; oximes; Introduction Cyclodextrins, cyclic oligosaccharides composed of α-1,4-linked D-glucose

• phosphates and phosphonates [15][16][17][18], including the highly neurotoxic organophosphonates (OP) sarin and soman [19][20][21]. While α-cyclodextrin, the cyclodextrin containing six anhydroglucose units along the ring, was shown to be most effective for sarin [17][22], the larger β-cyclodextrin with the