Abstract
Racemic 5-azidoepibatidine [(+/-)-1] was synthesized via 5-aminoepibatidine as a candidate photoaffinity ligand with exceptionally high affinity at the mammalian neuronal nicotinic receptors (K(i) values of 0.027 nM for alpha 4 beta 2 and 9.7 nM for alpha 7) and excellent photoreactivity.
Publication types
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Animals
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Binding, Competitive / drug effects
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Bridged-Ring Compounds / chemical synthesis*
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Bridged-Ring Compounds / pharmacology*
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Cholinergic Agents / metabolism
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Drosophila / drug effects
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Drosophila / metabolism
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Fibroblasts
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Humans
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Imidazoles / metabolism
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Indicators and Reagents
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Ligands
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Mice
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Neonicotinoids
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Neurons / drug effects
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Neurons / metabolism*
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Nicotine / metabolism
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Nitro Compounds
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Oxidation-Reduction
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Photoaffinity Labels / chemical synthesis*
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Photoaffinity Labels / pharmacology*
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Photolysis
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Pyridines / chemical synthesis*
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Pyridines / pharmacology*
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Receptors, Nicotinic / drug effects
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Receptors, Nicotinic / metabolism*
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Spectrophotometry, Ultraviolet
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alpha7 Nicotinic Acetylcholine Receptor
Substances
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5-azidoepibatidine
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Bridged-Ring Compounds
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Cholinergic Agents
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Chrna7 protein, human
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Chrna7 protein, mouse
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Imidazoles
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Indicators and Reagents
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Ligands
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Neonicotinoids
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Nitro Compounds
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Photoaffinity Labels
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Pyridines
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Receptors, Nicotinic
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alpha7 Nicotinic Acetylcholine Receptor
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nicotinic receptor alpha4beta2
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imidacloprid
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Nicotine