Acetylcholinesterase and Acetylcholine Receptor

Abstract

Our study of acetylcholinesterase (AcChE) is based on the view that the Beta-trimethylammonio substituent of acetylcholine binds at an uncharged subsite, better termed 'trimethyl' than 'anionic,' and would be more specifically explored by uncharged reagents. AcChE, isolated from Torpedo nobiliana, analyzed fluorimetrically and by Ellman assay, has Km = 0.056 mM, kcat = 4.0 x 103 sec -1 in hydrolysis of acetylthiocholine. 1-Bromo-2-(14C)- pinacolone (14C)-BrPin) inactivates and labels AcChE, and 5-trimethylammonio-2- pentanone (TAP), the isosteric ketone analogue of acetylcholine, prevents this inactivation and reduces 14C introduction. Two 14C are introduced per enzyme unit inactivated, and one 14C is excluded per enzyme unit protected by TAP/ 3- Trimethylammonioacetonph enone, an aromatic analogue of TAP, protects as effectively as TAP. Other benzene and pyridine derivatives, binding at an aryl subsite, inhibit substrate hydrolysis effectively, but protect less effectively against BrPin inactivation, while reducing 14C introduction. Noncompetitive inhibition by tetrasubstituted ammonio inhibitors increase with decreasing substrate reactivity, indicating binding to enzyme-substrate complex (ES), in contrast to the effects of trisubstituted analogues.

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Document Details

Document Type
Technical Report
Publication Date
Jan 30, 1989
Accession Number
ADA213061

Entities

People

  • Saul G. Cohen

Organizations

  • Brandeis University

Tags

Communities of Interest

  • Weapons Technologies

DTIC Thesaurus Topics

  • Alcohols
  • Alkenes
  • Amines
  • Amino Acids
  • Aromatic Compounds
  • Chemical Reactants
  • Chemical Reaction Properties
  • Chemical Synthesis
  • Chemistry
  • Ethers
  • Ketones
  • Liquid Chromatography
  • Organic Chemistry

Fields of Study

  • Biology
  • Chemistry
  • Computer science

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  • Molecular and Cellular Biochemistry
  • Neurotoxicology
  • Organic Chemistry