TY  - JOUR
PY  - 2016//
TI  - Detoxification of VX and other V-type nerve agents in water at 37 °C and pH 7.4 by substituted sulfonatocalix[4]arenes
JO  - Angewandte Chemie (International ed. in English)
A1  - Schneider, Christian
A1  - Bierwisch, Anne
A1  - Koller, Marianne
A1  - Worek, Franz
A1  - Kubik, Stefan
SP  - 12668
EP  - 12672
VL  - 55
IS  - 41
N2  - Sulfonatocalix[4]arenes with an appended hydroxamic acid residue can detoxify VX and related V-type neurotoxic organophosphonates with half-lives down to 3 min in aqueous buffer at 37 °C and pH 7.4. The detoxification activity is attributed to the millimolar affinity of the calixarene moiety for the positively charged organophosphonates in combination with the correct arrangement of the hydroxamic acid group. The reaction involves phosphonylation of the hydroxamic acid followed by a Lossen rearrangement, thus rendering the mode of action stoichiometric rather than catalytic. Nevertheless, these calixarenes are currently the most efficient low-molecular-weight compounds for detoxifying persistent V-type nerve agents under mild conditions. They thus represent lead structures for novel antidotes that allow treatment of poisonings by these highly toxic chemicals.<br><br>© 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.<p />  <p>Language: en</p>
LA  - en
SN  - 1433-7851
UR  - http://dx.doi.org/10.1002/anie.201606881
ID  - ref1
ER  -