A hydrosoluble triphenylene that preferentially binds acetylcholine, epibatidine, and nicotine.
Synthesis and binding properties of a new hydrosoluble triphenylene 1b are reported. Selective recognition of acetylcholine (ACh) against other aliphatic ammoniums is achieved by this flat receptor, which also forms complexes with epibatidine and nicotine. Ionic pairing and hydrophobic effects between host 1b and ACh are studied by infrared spectroscopy.
Givelet
Cécile
C
Université de Bordeaux, Institut des Sciences Moléculaires,CNRS UMR 5255, 351 cours de la Libération, 33405 Talence, France.
Buffeteau
Thierry
T
Arnaud-Neu
Françoise
F
Hubscher-Bruder
Véronique
V
Bibal
Brigitte
B
D000109:Acetylcholine / Q000737:chemistry*; D000641:Ammonia / Q000737:chemistry; D001665:Binding Sites; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D018678:Cholinergic Agents / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009538:Nicotine / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D012995:Solubility; D013816:Thermodynamics; D014867:Water / Q000737:chemistry*
D019086:Bridged Bicyclo Compounds, Heterocyclic; D018678:Cholinergic Agents; D011725:Pyridines; D014867:Water; D009538:Nicotine; D000641:Ammonia; C082748:epibatidine; D000109:Acetylcholine