RT info:eu-repo/semantics/article
T1 New Molecular Insights on Gabapentin
A1 Municio, Sofía
A1 Mato Domínguez, Sergio
A1 Alonso Hernández, José Luis
A1 Alonso Alonso, Elena Rita
A1 León Ona, Iker
K1 Chemical structure
K1 Conformation
K1 Molecular structure
K1 Noncovalent interactions
K1 Polarity
K1 FTMW spectroscopy
K1 Gabapentin
K1 Noncovalent Interactions
K1 Drugs
K1 GABA
AB Neutral gabapentin has been vaporized by laser ablation and supersonically expanded to record its rotational spectrum using Fourier transform microwave spectroscopy. We report the detection of five stable conformers, which differ in the intramolecular interactions between the different functional groups (OH, C=O, and NH). Two configurations, axial and equatorial, are possible depending on the chair form of the cyclohexane ring, and both forms are detected, with the latter being predominant. The conformational landscape of gabapentin is compared with that of GABA, and significant differences are observed. One of the most meaningful results of such a comparison is that the relationship between the intramolecular interactions and the relative abundance within each type is reversed from GABA to gabapentin. It could explain the distinction in the mechanism of action of GABA and gabapentin, despite being structurally similar.
PB American Chemical Society
SN 2694-2445
YR 2025
FD 2025
LK https://uvadoc.uva.es/handle/10324/76099
UL https://uvadoc.uva.es/handle/10324/76099
LA eng
NO ACS physical chemistry Au., XXXX, XXX, XXX−XXX
NO Producción Científica
DS UVaDOC
RD 25-jun-2025