EventsThe 4th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-4-01827
This submission belongs to the session a. General Organic Synthesis of the event The 4th International Electronic Conference on Synthetic Organic Chemistry
Published date
11 Sep, 2000
Citation
P. Rüedi, F. Gorla, S. Furegati, Bicyclic Organophosphorus Fluoridates as Inhibitors of Acetylcholinesterase, in Proceedings of The 4th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2000, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-4-01827
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Bicyclic Organophosphorus Fluoridates as Inhibitors of Acetylcholinesterase

S. Furegati 1
F. Gorla 1
P. Rüedi 1
1. Institute of Organic Chemistry, University of Zürich, Winterthurerstrasse 190, CH-8057 Zürich, Switzerland
Abstract
Continuing our investigations (poster1, 2) concerning the irreversible inhibition of serine-hydrolases (acetylcholinesterase, chymotrypsin) by organophosphates [1][2] we have prepared the racemic 3-fluoro-2,4-dioxa-3l5-phosphabicyclo[4.4.0]decan-3-ones (±)-7-(±)-12. Being conformationally restricted, these cis- and trans-decalinetype congeners with the F-substituent in the axial and equatorial position fit differently into the active site of acetylcholinesterase (AChE) as represented by their kass-values.
Keywords
n/a
Substitution Effects on Reactivity of N-Acyl- 2-amino-2-desoxigliukopyranoses. Quantum Chemical Study
X-Ray Structures of Bicyclic Organophosphates Illustrating the Anomeric Effect