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Title: Discovery of New Classes of Compounds that Reactivate Acetylcholinesterase Inhibited by Organophosphates

Journal Article · · ChemBioChem: a European journal of chemical biology
 [1];  [1];  [2];  [1];  [1];  [1];  [1];  [1];  [1];  [1];  [3];  [1];  [2];  [4]
  1. Department of Medicine/Division of Experimental Therapeutics, Columbia University Medical Center, 630 W. 168th Street New York NY 10032 USA
  2. Department of Biological Sciences, Columbia University, 1212 Amsterdam Avenue New York NY 10027 USA
  3. Department of Medicine/Division of Experimental Therapeutics, Columbia University Medical Center, 630 W. 168th Street New York NY 10032 USA; Genecology Research Centre, Inflammation and Healing Research Cluster, School of Science and Engineering, University of the Sunshine Coast, 90 Sippy Downs Drive Sippy Downs QLD 4556 Australia
  4. Department of Medicine/Division of Experimental Therapeutics, Columbia University Medical Center, 630 W. 168th Street New York NY 10032 USA; Departments of Biomedical Engineering and Systems Biology, Columbia University, 630 W. 168th street New York NY 10032 USA

Acetylcholinesterase (AChE) that has been covalently inhibited by organophosphate compounds (OPCs), such as nerve agents and pesticides, has traditionally been reactivated by using nucleophilic oximes. There is, however, a clearly recognized need for new classes of compounds with the ability to reactivate inhibited AChE with improved in vivo efficacy. Here we describe our discovery of new functional groups—Mannich phenols and general bases—that are capable of reactivating OPC-inhibited AChE more efficiently than standard oximes and we describe the cooperative mechanism by which these functionalities are delivered to the active site. These discoveries, supported by preliminary in vivo results and crystallographic data, significantly broaden the available approaches for reactivation of AChE.

Research Organization:
Brookhaven National Lab. (BNL), Upton, NY (United States)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
DOE Contract Number:
SC00112704
OSTI ID:
1354335
Report Number(s):
BNL-112851-2016-JA
Journal Information:
ChemBioChem: a European journal of chemical biology, Vol. 16, Issue 15; ISSN 1439-4227
Publisher:
ChemPubSoc Europe
Country of Publication:
United States
Language:
English