A new structure of a serotonin salt: Comparison and conformational analysis of all known serotonin complexes

Denis Rychkov, Elena V. Boldyreva, Nikolay A. Tumanov

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Abstract

Four serotonin salt structures (serotonin adipate, C10H 13N2O+·C6H9O 4 -, is a previously unknown structure) were analysed to understand the influence of the anion on serotonin conformation. Hydrogen bonding alone favours a flat conformation, whereas additional stacking interactions between ions may possibly account for the nonplanar conformation. Since molecular conformation, stability and biological activity are interrelated, one can consider influencing the chemical and biological properties of serotonin by selecting an appropriate counter-ion for salt formation.

Original languageEnglish
Pages (from-to)1055-1061
Number of pages7
JournalActa crystallographica Section C: Crystal Structure communications
Volume69
Issue number9
DOIs
Publication statusPublished - Sep 2013
Externally publishedYes

Keywords

  • conformation
  • crystal structure
  • Hirshfeld surfaces
  • hydrogen bonding
  • serotonin adipate
  • stacking interactions

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