639821-08-2Relevant academic research and scientific papers
Rigidified acetylcholine mimics: Conformational requirements for binding to neuronal nicotinic receptors
Villeneuve, Gerald,Cecyre, Danielle,Lejeune, Helene,Drouin, Marc,Lan, Ruoxi,Quirion, Remi
, p. 3847 - 3851 (2007/10/03)
Rigidified derivatives have been designed and synthesized assuming the g+t conformer of acetylcholine (N-C-C-O=+60°, C-C-O-C=180°) as active conformation for binding to cytisine sensitive neuronal nicotinic receptors. The SAR of the compounds evaluated, along with those of more flexible analogues, support the g+t conformer hypothesis and highlight the stringent steric limitation of this nicotinic receptor sub-type. Compound 3e has low μM affinity for cytisine sensitive nicotinic receptor binding sites while being selective with regard to the α-bungarotoxin sensitive subclass. We also report few compounds with μM affinity for the α-bungarotoxin sensitive subclass.
