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

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

doi:10.1107/S0108270113019823

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

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

Résultats de recherche: Contribution à un journal/une revue › Article › Revue par des pairs

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Résumé

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.

langue originale	Anglais
Pages (de - à)	1055-1061
Nombre de pages	7
journal	Acta crystallographica. Section C: Crystal structure communications
Volume	69
Numéro de publication	9
Les DOIs	https://doi.org/10.1107/S0108270113019823
Etat de la publication	Publié - sept. 2013
Modification externe	Oui

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10.1107/S0108270113019823

Rychkov, Boldyreva, Tumanov - 2013 - A new structure of a serotonin salt comparison and conformational analysis of all known serotonin cVersion finale publiée, 1,27 MB

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title = "A new structure of a serotonin salt: Comparison and conformational analysis of all known serotonin complexes",

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.",

keywords = "conformation, crystal structure, Hirshfeld surfaces, hydrogen bonding, serotonin adipate, stacking interactions",

author = "Denis Rychkov and Boldyreva, {Elena V.} and Tumanov, {Nikolay A.}",

year = "2013",

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doi = "10.1107/S0108270113019823",

language = "English",

volume = "69",

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A new structure of a serotonin salt: Comparison and conformational analysis of all known serotonin complexes. / Rychkov, Denis; Boldyreva, Elena V.; Tumanov, Nikolay A.
Dans: Acta crystallographica. Section C: Crystal structure communications, Vol 69, Numéro 9, 09.2013, p. 1055-1061.

Résultats de recherche: Contribution à un journal/une revue › Article › Revue par des pairs

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AU - Boldyreva, Elena V.

AU - Tumanov, Nikolay A.

PY - 2013/9

Y1 - 2013/9

N2 - 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.

AB - 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.

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KW - crystal structure

KW - Hirshfeld surfaces

KW - hydrogen bonding

KW - serotonin adipate

KW - stacking interactions

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

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