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Solid-Phase Synthesis of the Aged-Nonapeptide-Nerve-Agent Adduct of Butyrylcholinesterase as Reference Materials for Analytical Verification

Type of publication Peer-reviewed
Publikationsform Original article (peer-reviewed)
Author Bielmann Andreas, Curty Christophe, Bochet Christian G.,
Project Photons in organic synthesis
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Original article (peer-reviewed)

Journal Helvetica Chimica Acta
Volume (Issue) 100(11)
Page(s) e1700198 - e1700198
Title of proceedings Helvetica Chimica Acta
DOI 10.1002/hlca.v100.11


Two pathways were developed and investigated for the synthesis of the 'aged'-nonapeptide nerve-agent bioadduct of human butyrylcholinesterase (BuChE).  Considering the fast ageing of nerve-agent adducts of BuChE in patients and biomedical samples this target mol. is of paramount relevance for quant. anal. with respect to the Chem. Weapons Convention.  Two approaches using a precursor bearing a hydroxyl on its phosphonyl moiety and a benzyl protected precursor were considered.  Several impurities were identified and circumvented during the optimization of the peptide synthesis step.  The 'aged'-nonapeptide adduct was successfully synthesized by solid-phase-peptide-synthesis (SPPS).