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 |
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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 | |
état | Publié - sept. 2013 |
Modification externe | Oui |
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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
TY - JOUR
T1 - A new structure of a serotonin salt
T2 - Comparison and conformational analysis of all known serotonin complexes
AU - Rychkov, Denis
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.
KW - conformation
KW - crystal structure
KW - Hirshfeld surfaces
KW - hydrogen bonding
KW - serotonin adipate
KW - stacking interactions
UR - http://www.scopus.com/inward/record.url?scp=84883620733&partnerID=8YFLogxK
U2 - 10.1107/S0108270113019823
DO - 10.1107/S0108270113019823
M3 - Article
C2 - 24005521
AN - SCOPUS:84883620733
VL - 69
SP - 1055
EP - 1061
JO - Acta crystallographica Section C: Crystal Structure communications
JF - Acta crystallographica Section C: Crystal Structure communications
SN - 0108-2701
IS - 9
ER -