title: First enzymatic hydrolysis/thio-Michael addition cascade route to synthesis of AChE inhibitors.
abstract: The irreversible Michael addition of thiols to acrylamides is reported as a new tool for the kinetic target-guided synthesis. In an unprecedented enzymatic hydrolysis/thio-Michael addition procedure, potent and selective acetylcholinesterase inhibitors are assembled by the enzyme using both its esterasic and templating ability.
authors.affiliation: Normandie Univ, COBRA, UMR 6014 & FR 3038; Univ Rouen; INSA Rouen; CNRS, 1 rue Tesnière 76821 Mont-Saint-Aignan, Cedex, France. pierre-yves.renard@univ-rouen.fr.
authors.forename: Emilia
authors.initials: E
authors.lastname: Oueis
authors.forename: Florian
authors.initials: F
authors.lastname: Nachon
authors.forename: Cyrille
authors.initials: C
authors.lastname: Sabot
authors.forename: Pierre-Yves
authors.initials: PY
authors.lastname: Renard
mesh_terms: D000110:Acetylcholinesterase / Q000737:chemistry / Q000378:metabolism*; D000178:Acrylamides / Q000737:chemistry / Q000378:metabolism*; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D006868:Hydrolysis; D007700:Kinetics; D015394:Molecular Structure; D013438:Sulfhydryl Compounds / Q000737:chemistry / Q000378:metabolism*
chemical_list: D000178:Acrylamides; D002800:Cholinesterase Inhibitors; D013438:Sulfhydryl Compounds; D000110:Acetylcholinesterase