Crystal structure of methyl α-l-rhamnopyranosyl-(1→2)-α-l-rhamnopyranoside monohydrate
The title compound, C13H24O9·H2O, a structural model for part of bacterial O-antigen polysaccharides from Shigella flexneri and Escherichia coli, crystallizes with four independent disaccharide molecules and four water molecules in the asymmetric unit. The conformation at the glycosidic linkage join...
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International Union of Crystallography
2019-06-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
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| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989019006935 |
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doaj-03352148f4d04325bcbdf08e07763c9e2020-11-24T21:40:22ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902019-06-0175685485710.1107/S2056989019006935is5512Crystal structure of methyl α-l-rhamnopyranosyl-(1→2)-α-l-rhamnopyranoside monohydrateLars Eriksson0Göran Widmalm1Department of Materials and Environmental Chemistry, Stockholm University, SE-106 91, Stockholm, SwedenDepartment of Organic Chemistry, Stockholm University, SE-106 91, Stockholm, SwedenThe title compound, C13H24O9·H2O, a structural model for part of bacterial O-antigen polysaccharides from Shigella flexneri and Escherichia coli, crystallizes with four independent disaccharide molecules and four water molecules in the asymmetric unit. The conformation at the glycosidic linkage joining the two rhamnosyl residues is described by the torsion angles φH of 39, 30, 37 and 37°, and ψH of −32, −35, −31 and −32°, which are the major conformation region known to be populated in an aqueous solution. The hexopyranose rings have the 1C4 chair conformation. In the crystal, the disaccharide and water molecules are associated through O—H...O hydrogen bonds, forming a layer parallel to the bc plane. The layers stack along the a axis via hydrophobic interactions between the methyl groups.http://scripts.iucr.org/cgi-bin/paper?S2056989019006935crystal structurecarbohydratesdisaccharideconformationpacking |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Lars Eriksson Göran Widmalm |
| spellingShingle |
Lars Eriksson Göran Widmalm Crystal structure of methyl α-l-rhamnopyranosyl-(1→2)-α-l-rhamnopyranoside monohydrate Acta Crystallographica Section E: Crystallographic Communications crystal structure carbohydrates disaccharide conformation packing |
| author_facet |
Lars Eriksson Göran Widmalm |
| author_sort |
Lars Eriksson |
| title |
Crystal structure of methyl α-l-rhamnopyranosyl-(1→2)-α-l-rhamnopyranoside monohydrate |
| title_short |
Crystal structure of methyl α-l-rhamnopyranosyl-(1→2)-α-l-rhamnopyranoside monohydrate |
| title_full |
Crystal structure of methyl α-l-rhamnopyranosyl-(1→2)-α-l-rhamnopyranoside monohydrate |
| title_fullStr |
Crystal structure of methyl α-l-rhamnopyranosyl-(1→2)-α-l-rhamnopyranoside monohydrate |
| title_full_unstemmed |
Crystal structure of methyl α-l-rhamnopyranosyl-(1→2)-α-l-rhamnopyranoside monohydrate |
| title_sort |
crystal structure of methyl α-l-rhamnopyranosyl-(1→2)-α-l-rhamnopyranoside monohydrate |
| publisher |
International Union of Crystallography |
| series |
Acta Crystallographica Section E: Crystallographic Communications |
| issn |
2056-9890 |
| publishDate |
2019-06-01 |
| description |
The title compound, C13H24O9·H2O, a structural model for part of bacterial O-antigen polysaccharides from Shigella flexneri and Escherichia coli, crystallizes with four independent disaccharide molecules and four water molecules in the asymmetric unit. The conformation at the glycosidic linkage joining the two rhamnosyl residues is described by the torsion angles φH of 39, 30, 37 and 37°, and ψH of −32, −35, −31 and −32°, which are the major conformation region known to be populated in an aqueous solution. The hexopyranose rings have the 1C4 chair conformation. In the crystal, the disaccharide and water molecules are associated through O—H...O hydrogen bonds, forming a layer parallel to the bc plane. The layers stack along the a axis via hydrophobic interactions between the methyl groups. |
| topic |
crystal structure carbohydrates disaccharide conformation packing |
| url |
http://scripts.iucr.org/cgi-bin/paper?S2056989019006935 |
| work_keys_str_mv |
AT larseriksson crystalstructureofmethylalrhamnopyranosyl12alrhamnopyranosidemonohydrate AT goranwidmalm crystalstructureofmethylalrhamnopyranosyl12alrhamnopyranosidemonohydrate |
| _version_ |
1725926312740126720 |