Crystal structure of 6-de­oxy-α-l-psico­furan­ose

The title compound, C(6)H(12)O(5), was crystallized from an aqueous solution of 6-de­oxy-l-psicose (6-de­oxy-l-allulose, (3S,4S,5S)-1,3,4,5-tetra­hydroxy­hexan-2-one), and the mol­ecule was confirmed as α-furan­ose with a (3) T (4) (or E (4)) conformation, which is a predominant tautomer in solution...

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Autores principales: Yoshihara, Akihide, Ishii, Tomohiko, Kamakura, Tatsuya, Taguchi, Hiroaki, Fukada, Kazuhiro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Data Reports
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4719940/
https://www.ncbi.nlm.nih.gov/pubmed/26870568
http://dx.doi.org/10.1107/S2056989015022215
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author Yoshihara, Akihide
Ishii, Tomohiko
Kamakura, Tatsuya
Taguchi, Hiroaki
Fukada, Kazuhiro
author_facet Yoshihara, Akihide
Ishii, Tomohiko
Kamakura, Tatsuya
Taguchi, Hiroaki
Fukada, Kazuhiro
author_sort Yoshihara, Akihide
collection PubMed
description The title compound, C(6)H(12)O(5), was crystallized from an aqueous solution of 6-de­oxy-l-psicose (6-de­oxy-l-allulose, (3S,4S,5S)-1,3,4,5-tetra­hydroxy­hexan-2-one), and the mol­ecule was confirmed as α-furan­ose with a (3) T (4) (or E (4)) conformation, which is a predominant tautomer in solution. This five-membered furan­ose ring structure is the second example in the field of the 6-de­oxy-ketohexose family. The cell volume of the title compound [742.67 (7) Å(3), Z = 4 at room temperature] is only 1.4% smaller than that of β-d-psico­pyran­ose, C(6)H(12)O(6) (753.056 Å(3), Z = 4 at room temperature).
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spelling pubmed-47199402016-02-11 Crystal structure of 6-de­oxy-α-l-psico­furan­ose Yoshihara, Akihide Ishii, Tomohiko Kamakura, Tatsuya Taguchi, Hiroaki Fukada, Kazuhiro Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(6)H(12)O(5), was crystallized from an aqueous solution of 6-de­oxy-l-psicose (6-de­oxy-l-allulose, (3S,4S,5S)-1,3,4,5-tetra­hydroxy­hexan-2-one), and the mol­ecule was confirmed as α-furan­ose with a (3) T (4) (or E (4)) conformation, which is a predominant tautomer in solution. This five-membered furan­ose ring structure is the second example in the field of the 6-de­oxy-ketohexose family. The cell volume of the title compound [742.67 (7) Å(3), Z = 4 at room temperature] is only 1.4% smaller than that of β-d-psico­pyran­ose, C(6)H(12)O(6) (753.056 Å(3), Z = 4 at room temperature). International Union of Crystallography 2015-11-28 /pmc/articles/PMC4719940/ /pubmed/26870568 http://dx.doi.org/10.1107/S2056989015022215 Text en © Yoshihara 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
Yoshihara, Akihide
Ishii, Tomohiko
Kamakura, Tatsuya
Taguchi, Hiroaki
Fukada, Kazuhiro
Crystal structure of 6-de­oxy-α-l-psico­furan­ose
title Crystal structure of 6-de­oxy-α-l-psico­furan­ose
title_full Crystal structure of 6-de­oxy-α-l-psico­furan­ose
title_fullStr Crystal structure of 6-de­oxy-α-l-psico­furan­ose
title_full_unstemmed Crystal structure of 6-de­oxy-α-l-psico­furan­ose
title_short Crystal structure of 6-de­oxy-α-l-psico­furan­ose
title_sort crystal structure of 6-de­oxy-α-l-psico­furan­ose
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4719940/
https://www.ncbi.nlm.nih.gov/pubmed/26870568
http://dx.doi.org/10.1107/S2056989015022215
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