ArticleThe Biochemical journal1994
Synthesis and characterization of a biotinylated organophosphorus ester for detection and affinity purification of a brain serine esterase: neuropathy target esterase.
Article in The Biochemical journal, 1994. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed, 54 citations in OpenAlex.
- Activity-based protein profiling - finding general solutions to specific problems.Israel journal of chemistry · 2023Article
- Neuropathy target esterase (NTE/PNPLA6) and organophosphorus compound-induced delayed neurotoxicity (OPIDN).Advances in neurotoxicology · 2020Article
- Biomarkers of organophosphorus (OP) exposures in humans.Neurotoxicology · 2011Article
- Characterization of tunable piperidine and piperazine carbamates as inhibitors of endocannabinoid hydrolases.Journal of medicinal chemistry · 2010Article
- Evidence that mouse brain neuropathy target esterase is a lysophospholipase.Proceedings of the National Academy of Sciences of the United States of America · 2003Article
- Enzyme mimicry by the antiidiotypic antibody approach.Proceedings of the National Academy of Sciences of the United States of America · 2000Article
- Activity-based protein profiling: the serine hydrolases.Proceedings of the National Academy of Sciences of the United States of America · 1999Article
- Neuropathy target esterase.The Biochemical journal · 1999Review
- Neuropathy target esterase and a homologous Drosophila neurodegeneration-associated mutant protein contain a novel domain conserved from bacteria to man.The Biochemical journal · 1998Article
- Catalysis of esterolytic reactions by the anti-idiotypic antibody against human erythrocyte acetylcholinesterase.Doklady. Biochemistry and biophysicsArticle
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
We have synthesized a novel stable precursor, saligenin phosphorotrichloridate, which, on reaction with N-monobiotinyldiamines, generates a series of biotinylated covalent inhibitors of serine esterases. A homologue designated S9B [1-(saligenin cyclic phospho)-9-biotinyldiaminononane] was selected to allow detection and rapid isolation of neuropathy target esterase (NTE). This enzyme is the primary target site for those organophosphorus esters (OPs) which cause delayed neuropathy. NTE comprises about 0.03% of the total protein in brain microsomal fractions and has resisted purification attempts over many years. S9B is a potent progressive inhibitor of NTE esteratic activity (second-order rate constant 1.4 x 10(7) M-1.min-1). Incubation of S9B with brain microsomes led to specific covalent labelling of NTE as determined by detection of a biotinylated 155 kDa polypeptide on Western blots. Specificity of S9B labelling was further demonstrated by inhibition with the neuropathic OP mipafox. Biotinyl-NTE in SDS-solubilized S9B-labelled microsomes was adsorbed on to avidin-Sepharose and subsequently eluted, yielding a fraction enriched approx. 1000-fold in NTE by a single step with recoveries of 30%. Essentially pure NTE was obtained after separation from two endogenous biotinylated polypeptides (120 and 70 kDa) in avidin-Sepharose eluates by preparative SDS/PAGE. Other biotinylated saligenin phosphoramidates derived from the same precursor may be useful for detection and isolation of other serine esterases and proteinases.
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