Substrate activation of butyrylcholinesterase and substrate inhibition of acetylcholinesterase by 3,3-dimethylbutyl-N-n-butylcarbamate and 2-trimethylsilyl-ethyl-N-n-butylcarbamate

✍ Scribed by Shyh-Ying Chiou; Yon-Gi Wu; Yan-Fu Lin; Long-Yau Lin; Gialih Lin

• Book ID: 102297658
• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: English
• Weight: 237 KB
• Volume: 21
• Category: Article
• ISSN: 1095-6670
• DOI: 10.1002/jbt.20158

✦ Synopsis

Abstract

Carbamates are used to treat Alzheimer's disease. These compounds inhibit acetylcholinesterase and butyrylcholinesterase. The goal of this work is to use the substrate analogs of butyrylcholinesterase, 3,3‐dimethylbutyl‐N‐n‐butylcarbamate (1) and 2‐trimethylsilyl‐ethyl‐N‐n‐butylcarbamate (2) to probe the substrate activation mechanism of butyrylcholinesterase. Compounds 1 and 2 are characterized as the pseudo substrate inhibitors of acetylcholinesterase; however, compounds 1 and 2 are characterized as the essential activators of butyrylcholinesterase. Therefore, compounds 1 and 2 mimic the substrate in the acetylcholinesterase‐catalyzed reactions, but the behavior of compounds 1 and 2 mimics the substrate activation in the butyrylcholinesterase‐catalyzed reactions. © 2007 Wiley Periodicals, Inc. J Biochem Mol Toxicol 21:24–31, 2007; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/jbt.20158