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Isovaline monohydrate

The title compound, C(5)H(11)NO(2)·H(2)O, is an isomer of the α-amino acid valine that crystallizes from water in its zwitterion form as a monohydrate. It is not one of the 20 proteinogenic amino acids that are used in living systems and differs from the natural amino acids in that it has no α-H ato...

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Detalles Bibliográficos
Autores principales: Butcher, Ray J., Brewer, Greg, Burton, Aaron S., Dworkin, Jason P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885077/
https://www.ncbi.nlm.nih.gov/pubmed/24454253
http://dx.doi.org/10.1107/S1600536813031620
Descripción
Sumario:The title compound, C(5)H(11)NO(2)·H(2)O, is an isomer of the α-amino acid valine that crystallizes from water in its zwitterion form as a monohydrate. It is not one of the 20 proteinogenic amino acids that are used in living systems and differs from the natural amino acids in that it has no α-H atom. The compound exhibits hydrogen bonding between the water mol­ecule and the carboxyl­ate O atoms and an amine H atom. In addition, there are inter­molecular hydrogen-bonding inter­actions between the carboxyl­ate O atoms and amine H atoms. In the crystal, these extensive N—H⋯O and O—H⋯O hydrogen bonds lead to the formation of a three-dimensional network.