title: A new structure of a serotonin salt: comparison and conformational analysis of all known serotonin complexes.
abstract: Four serotonin salt structures (serotonin adipate, C10H13N2O(+)·C6H9O4(-), 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.
authors.affiliation: REC-008, Novosibirsk State University, Pirogova 2, Novosibirsk 630090, Russian Federation. rychkov.dennis@gmail.com
authors.forename: Denis
authors.initials: D
authors.lastname: Rychkov
authors.forename: Elena V
authors.initials: EV
authors.lastname: Boldyreva
authors.forename: Nikolay A
authors.initials: NA
authors.lastname: Tumanov
mesh_terms: D000272:Adipates / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008968:Molecular Conformation; D012492:Salts / Q000737:chemistry*; D012701:Serotonin / Q000737:chemistry*
chemical_list: D000272:Adipates; D012492:Salts; D012701:Serotonin
keywords: Hirshfeld surfaces; conformation; crystal structure; hydrogen bonding; serotonin adipate; stacking interactions