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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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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. |
format | Online Article Text |
id | pubmed-3885077 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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