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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
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author Butcher, Ray J.
Brewer, Greg
Burton, Aaron S.
Dworkin, Jason P.
author_facet Butcher, Ray J.
Brewer, Greg
Burton, Aaron S.
Dworkin, Jason P.
author_sort Butcher, Ray J.
collection PubMed
description 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.
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spelling pubmed-38850772014-01-17 Isovaline monohydrate Butcher, Ray J. Brewer, Greg Burton, Aaron S. Dworkin, Jason P. Acta Crystallogr Sect E Struct Rep Online Organic Papers 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. International Union of Crystallography 2013-11-27 /pmc/articles/PMC3885077/ /pubmed/24454253 http://dx.doi.org/10.1107/S1600536813031620 Text en © Butcher et al. 2013 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Butcher, Ray J.
Brewer, Greg
Burton, Aaron S.
Dworkin, Jason P.
Isovaline monohydrate
title Isovaline monohydrate
title_full Isovaline monohydrate
title_fullStr Isovaline monohydrate
title_full_unstemmed Isovaline monohydrate
title_short Isovaline monohydrate
title_sort isovaline monohydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885077/
https://www.ncbi.nlm.nih.gov/pubmed/24454253
http://dx.doi.org/10.1107/S1600536813031620
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