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Title: Hydrogen-bond accepting strength of protonated nicotine. Author: Arnaud V, Berthelot M, Le Questel JY. Journal: J Phys Chem A; 2005 May 05; 109(17):3767-70. PubMed ID: 16833690. Abstract: Recent crystal structures of nicotine bound to the acetylcholine binding protein (AChBP) ended a long debate confirming that the pyridine nitrogen of nicotine is indeed hydrogen-bonded to receptor residues through a bridging water molecule. Here, we describe the first direct experimental evaluation of the hydrogen-bond affinity of the nicotinium pyridine nitrogen. The equilibrium constant of its association with a phenol is 1 order of magnitude greater than the association of the acetylcholine carbonyl oxygen.[Abstract] [Full Text] [Related] [New Search]