Density functional molecular computations on protonated serotonin in the gas phase and various solvent media

Luca F. Pisterzi, David R P Almeida, Gregory A. Chass, Ladislaus L. Torday, J. Papp, A. Varró, I. Csizmadia

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

5-Hydroxytryptamine (serotonin) was geometry optimized at the B3YP/6-31G(d) level of theory to determine the energetically most favourable conformations of the aromatic hydroxyl group and the protonated ethylamine side chain. The hydroxyl group was found to be most stable at anti for all conformations, and the two lowest energy gas phase conformers found were: χ2 = g+, χ3 = g- and χ2 = g-, χ3 = g+. The protonated amino group was found equally stable at g+, g- and anti. The transition structures linking each gas phase minimum were also computed. Minima found were subjected to solvation calculations in chloroform, DMSO, ethanol and water, which shifted their relative stabilities.

Original languageEnglish
Pages (from-to)542-551
Number of pages10
JournalChemical Physics Letters
Volume365
Issue number5-6
DOIs
Publication statusPublished - Nov 13 2002

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serotonin
Hydroxyl Radical
Conformations
Serotonin
Gases
vapor phases
Solvation
Chloroform
Dimethyl Sulfoxide
Ethanol
chloroform
solvation
Geometry
Water
ethyl alcohol
geometry
water
energy
ethylamine

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Spectroscopy
  • Atomic and Molecular Physics, and Optics

Cite this

Density functional molecular computations on protonated serotonin in the gas phase and various solvent media. / Pisterzi, Luca F.; Almeida, David R P; Chass, Gregory A.; Torday, Ladislaus L.; Papp, J.; Varró, A.; Csizmadia, I.

In: Chemical Physics Letters, Vol. 365, No. 5-6, 13.11.2002, p. 542-551.

Research output: Contribution to journalArticle

Pisterzi, Luca F. ; Almeida, David R P ; Chass, Gregory A. ; Torday, Ladislaus L. ; Papp, J. ; Varró, A. ; Csizmadia, I. / Density functional molecular computations on protonated serotonin in the gas phase and various solvent media. In: Chemical Physics Letters. 2002 ; Vol. 365, No. 5-6. pp. 542-551.
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