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.

N1 - Copyright: Copyright 2013 Elsevier B.V., All rights reserved.

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 -