The stereochemistry of the inhibition of acetylcholinesterase with acetylcholine-mimetic 7-aza-2,4-dioxaphosphadecalins.
The irreversible inhibition of acetylcholinesterase with the decalin-type cis- and trans-3-fluoro-2,4-dioxa-7-aza-3-phosphadecalins was investigated by 31P-NMR spectroscopy. The stereochemical outcome (inversion or retention at the P-atom) is dependent on the structure of the inhibitors.
Furegati
Stefan
S
Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland.
Zerbe
Oliver
O
Rüedi
Peter
P
D000109:Acetylcholine / Q000737:chemistry*; D000110:Acetylcholinesterase / Q000378:metabolism*; D001372:Aza Compounds / Q000737:chemistry* / Q000494:pharmacology*; D002800:Cholinesterase Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010758:Phosphorus / Q000737:chemistry*; D013237:Stereoisomerism
D001372:Aza Compounds; D002800:Cholinesterase Inhibitors; D010758:Phosphorus; D000110:Acetylcholinesterase; D000109:Acetylcholine