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|Title:||Diastereoselective gas-phase ion/molecule reactions of ethanolamine neurotransmitter/amidoresorcinarene adducts||Authors:||Speranza, M
|Issue Date:||2010||Project:||None||Journal:||INTERNATIONAL JOURNAL OF MASS SPECTROMETRY||Abstract:||
Fourier-Transform Ion Cyclotron Resonance (FT-ICR) kinetic experiments, supported by molecular mechanics calculations and molecular dynamics simulations, indicate that the relative stability of the diastereomeric proton-bound adducts between some ethanolamine neurotransmitters and a chiral amidoresorcinarene receptor depends on the relative position and orientation of the hydroxyl and amino functionalities on the neurotransmitter side chain, on the presence of the methyl substituent on its N center, as well as on the specific group of the receptor proton-bonded to the amino group of the ethanolamine. These factors strongly influence the nature and the intensity of the noncovalent interactions in the ethanolamine/amidoresorcinarene adducts and, therefore, their reactivity towards 2-aminobutane enantiomers.
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