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Crystal structure of β-d,l-psicose
The title compound, C(6)H(12)O(6), a C-3 position epimer of fructose, was crystallized from an aqueous solution of equimolar mixture of d- and l-psicose (1,3,4,5,6-pentahydroxyhexan-2-one, ribo-2-hexulose, allulose), and it was confirmed that d-psicose (or l-psicose) formed β-pyranose with a (2)...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4420085/ https://www.ncbi.nlm.nih.gov/pubmed/25995909 http://dx.doi.org/10.1107/S2056989015006623 |
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author | Ishii, Tomohiko Sakane, Genta Yoshihara, Akihide Fukada, Kazuhiro Senoo, Tatsuya |
author_facet | Ishii, Tomohiko Sakane, Genta Yoshihara, Akihide Fukada, Kazuhiro Senoo, Tatsuya |
author_sort | Ishii, Tomohiko |
collection | PubMed |
description | The title compound, C(6)H(12)O(6), a C-3 position epimer of fructose, was crystallized from an aqueous solution of equimolar mixture of d- and l-psicose (1,3,4,5,6-pentahydroxyhexan-2-one, ribo-2-hexulose, allulose), and it was confirmed that d-psicose (or l-psicose) formed β-pyranose with a (2) C (5) (or (5) C (2)) conformation. In the crystal, an O—H⋯O hydrogen bond between the hydroxy groups at the C-3 and C-2 positions connects homochiral molecules into a column along the b axis. The columns are linked by other O—H⋯O hydrogen bonds between d- and l-psicose molecules, forming a three-dimensional network. An intramolecular O—H⋯O hydrogen bond is also observed. The cell volume of racemic β-d,l-psicose [763.21 (6) Å(3)] is almost the same as that of chiral β-d-psicose [753.06 Å(3)]. |
format | Online Article Text |
id | pubmed-4420085 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-44200852015-05-20 Crystal structure of β-d,l-psicose Ishii, Tomohiko Sakane, Genta Yoshihara, Akihide Fukada, Kazuhiro Senoo, Tatsuya Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(6)H(12)O(6), a C-3 position epimer of fructose, was crystallized from an aqueous solution of equimolar mixture of d- and l-psicose (1,3,4,5,6-pentahydroxyhexan-2-one, ribo-2-hexulose, allulose), and it was confirmed that d-psicose (or l-psicose) formed β-pyranose with a (2) C (5) (or (5) C (2)) conformation. In the crystal, an O—H⋯O hydrogen bond between the hydroxy groups at the C-3 and C-2 positions connects homochiral molecules into a column along the b axis. The columns are linked by other O—H⋯O hydrogen bonds between d- and l-psicose molecules, forming a three-dimensional network. An intramolecular O—H⋯O hydrogen bond is also observed. The cell volume of racemic β-d,l-psicose [763.21 (6) Å(3)] is almost the same as that of chiral β-d-psicose [753.06 Å(3)]. International Union of Crystallography 2015-04-09 /pmc/articles/PMC4420085/ /pubmed/25995909 http://dx.doi.org/10.1107/S2056989015006623 Text en © Ishii et al. 2015 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 | Data Reports Ishii, Tomohiko Sakane, Genta Yoshihara, Akihide Fukada, Kazuhiro Senoo, Tatsuya Crystal structure of β-d,l-psicose |
title | Crystal structure of β-d,l-psicose |
title_full | Crystal structure of β-d,l-psicose |
title_fullStr | Crystal structure of β-d,l-psicose |
title_full_unstemmed | Crystal structure of β-d,l-psicose |
title_short | Crystal structure of β-d,l-psicose |
title_sort | crystal structure of β-d,l-psicose |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4420085/ https://www.ncbi.nlm.nih.gov/pubmed/25995909 http://dx.doi.org/10.1107/S2056989015006623 |
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