2-Octyl-4H-1,3,2-benzodioxaphosphorin 2-oxide labelled with tritium in the octyl and aryl moieties

✍ Scribed by Shao-Yong Wu; Minoru Yoshida; John E. Casida

• Book ID: 102370389
• Publisher: John Wiley and Sons
• Year: 1994
• Tongue: French
• Weight: 278 KB
• Volume: 34
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2580341005

✦ Synopsis

Abstract

2‐Octyl‐4__H__‐1,3,2‐benzodioxaphosphorin 2‐oxide (octyl‐BDPO) was labelled with tritium in the 7,8‐octyl and 6‐BDPO positions at specific activities of 38 and 16 Ci/mmol, respectively, by catalytic reductions of the corresponding olefin and bromo precursors with tritium gas. This potent mechanism‐based inhibitor for neuropathy target esterase (NTE) (I~50~ = 0.25 nM) and delayed neurotoxicant (active in hens at 3 mg/kg) was designed to determine phosphorylated NTE which retains the octyl label and differentiate aging with or without intramolecular group transfer (“alkylation”) reactions at the NTE active site from the fate of the aryl label.