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 amido[4]resorcinarene 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/amido[4]resorcinarene adducts and, therefore, their reactivity towards 2-aminobutane enantiomers.

Speranza, M., D'Acquarica, I., Fraschetti, C., Botta, B., Tafi, A., Bellucci, L., et al. (2010). Diastereoselective gas-phase ion/molecule reactions of ethanolamine neurotransmitter/amido[4]resorcinarene adducts. INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, 291(1-2), 84-89 [10.1016/j.ijms.2010.01.017].

Diastereoselective gas-phase ion/molecule reactions of ethanolamine neurotransmitter/amido[4]resorcinarene adducts

TAFI, ANDREA;
2010

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 amido[4]resorcinarene 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/amido[4]resorcinarene adducts and, therefore, their reactivity towards 2-aminobutane enantiomers.
Speranza, M., D'Acquarica, I., Fraschetti, C., Botta, B., Tafi, A., Bellucci, L., et al. (2010). Diastereoselective gas-phase ion/molecule reactions of ethanolamine neurotransmitter/amido[4]resorcinarene adducts. INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, 291(1-2), 84-89 [10.1016/j.ijms.2010.01.017].
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11365/7766
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