Solution vs. gas phase relative stability of the choline/acetylcholine cavitand complexes - Archive ouverte HAL Access content directly
Journal Articles Physical Chemistry Chemical Physics Year : 2015

Solution vs. gas phase relative stability of the choline/acetylcholine cavitand complexes

(1) , (1) , (1) , (2) , (2) , (3)
1
2
3

Abstract

How the information obtained from the gas phase experiments can reflect the processes in solution is a crucial question for analytical chemistry, and particularly the selective host–guest recognition mechanisms which are fundamental in biology. Here we combine ElectroSpray Ionization mass spectrometry (ESI-MS) and the Collision Induced Dissociation (CID) experiments to the density functional theory to investigate the interaction of acetylcholine and the choline cation with a triphosphonate cavitand. While the relative abundance of the cation complexes in the ESI mass spectrum reflects the preferential capture of the acetylcholine ion over the choline ion by the cavitand in the solution, the gas phase CID measurements indicate that after desolvation the choline cation is the most strongly bound to the host. The experimental results are interpreted by theory that underlines the role of the counterion in the stabilization of the complexes in solution and therefore in the selective recognition of substrates of biological interest.
Not file

Dates and versions

in2p3-01111476 , version 1 (30-01-2015)

Identifiers

Cite

H. Abdoul-Carime, B. Farizon, M. Farizon, J.-C. Mulatier, J.-P. Dutasta, et al.. Solution vs. gas phase relative stability of the choline/acetylcholine cavitand complexes. Physical Chemistry Chemical Physics, 2015, 17, pp.4448-4457. ⟨10.1039/C4CP05354K⟩. ⟨in2p3-01111476⟩
17 View
0 Download

Altmetric

Share

Gmail Facebook Twitter LinkedIn More