Isovaline monohydrate
The title compound, C5H11NO2·H2O, 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 c...
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Published in | Acta crystallographica. Section E, Structure reports online Vol. 69; no. Pt 12; pp. o1829 - o1830 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
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United States
International Union of Crystallography
01.12.2013
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Abstract | The title compound, C5H11NO2·H2O, 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 mol-ecule and the carboxyl-ate O atoms and an amine H atom. In addition, there are inter-molecular hydrogen-bonding inter-actions between the carboxyl-ate 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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AbstractList | The title compound, C5H11NO2·H2O, 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. The title compound, C5H11NO2·H2O, 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 mol-ecule and the carboxyl-ate O atoms and an amine H atom. In addition, there are inter-molecular hydrogen-bonding inter-actions between the carboxyl-ate 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. 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. 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. |
Author | Burton, Aaron S Brewer, Greg Dworkin, Jason P Butcher, Ray J |
Author_xml | – sequence: 1 givenname: Ray J surname: Butcher fullname: Butcher, Ray J organization: Department of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA – sequence: 2 givenname: Greg surname: Brewer fullname: Brewer, Greg organization: Department of Chemistry, Catholic University of America, Washington, DC 20064, USA – sequence: 3 givenname: Aaron S surname: Burton fullname: Burton, Aaron S organization: NASA Johnson Space Center, Astromaterial and Exploration Science Directorate, Houston, TX 77058, USA – sequence: 4 givenname: Jason P surname: Dworkin fullname: Dworkin, Jason P organization: Solar System Exploration Division, NASA Goddard Space Flight Center, Greenbelt, MD 20771, USA |
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Cites_doi | 10.1021/jo00154a019 10.1016/0016-7037(79)90032-2 10.1039/c2cs35109a 10.1073/pnas.0811618106 10.1016/j.gca.2010.10.025 10.1073/pnas.0906490106 10.1039/cs9932200191 10.1021/ja8074506 10.1002/1521-3765(20010302)7:5<1133::AID-CHEM1133>3.0.CO;2-T 10.1039/b709314b 10.1107/S0108767307043930 |
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Snippet | The title compound, C5H11NO2·H2O, is an isomer of the α-amino acid valine that crystallizes from water in its zwitterion form as a monohydrate. It is not one... 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... |
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Title | Isovaline monohydrate |
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