Solid‐phase synthesis of the aged‐nonapeptide‐nerve‐agent adduct of butyrylcholinesterase as reference materials for analytical verification

Bielmann, Andreas; Curty, Christophe; Bochet, Christian G.

doi:10.1002/hlca.201700198

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Solid‐phase synthesis of the aged‐nonapeptide‐nerve‐agent adduct of butyrylcholinesterase as reference materials for analytical verification

Bielmann, Andreas Spiez Laboratory, Spiez, Switzerland - Department of Chemistry, University of Fribourg, Switzerland
Curty, Christophe Spiez Laboratory, Spiez, Switzerland
Bochet, Christian G. Department of Chemistry, University of Fribourg, Switzerland

01.11.2017

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Helvetica Chimica Acta. - 2017, vol. 100, no. 11, p. e1700198

English 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 molecule is of paramount relevance for quantitative analysis with respect to the Chemical 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).

Faculty

Faculté des sciences et de médecine

Department

Département de Chimie

Language