β-d-Galactopyranosyl-(1→4)–2-amino-2-deoxy-α-d-glucopyranose hydrochloride monohydrate (lactosamine)
The title compound, C12H24NO10+·Cl−·H2O, (I), crystallizes in the monoclinic space group P21 and exists as a monohydrate of a monosubstituted ammonium chloride salt, with the reducing carbohydrate portion existing exclusively as the α-pyranose tautomer. The glycosidic bond geometry in (I) is stabili...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2022-01-01
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| Series: | IUCrData |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S241431462200061X |
| _version_ | 1811189850358939648 |
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| author | Valeri V. Mossine Steven P. Kelley Thomas P. Mawhinney |
| author_facet | Valeri V. Mossine Steven P. Kelley Thomas P. Mawhinney |
| author_sort | Valeri V. Mossine |
| collection | DOAJ |
| description | The title compound, C12H24NO10+·Cl−·H2O, (I), crystallizes in the monoclinic space group P21 and exists as a monohydrate of a monosubstituted ammonium chloride salt, with the reducing carbohydrate portion existing exclusively as the α-pyranose tautomer. The glycosidic bond geometry in (I) is stabilized by an intramolecular hydrogen bond and is close to that found in crystalline α-lactose. All heteroatoms except glucopyranose ring O4 participate in an extensive hydrogen-bonding network, which propagates in all directions in the crystal structure of (I). |
| first_indexed | 2024-04-11T14:41:46Z |
| format | Article |
| id | doaj.art-7a77be7a7f1946ab9c6c479087927816 |
| institution | Directory Open Access Journal |
| issn | 2414-3146 |
| language | English |
| last_indexed | 2024-04-11T14:41:46Z |
| publishDate | 2022-01-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | IUCrData |
| spelling | doaj.art-7a77be7a7f1946ab9c6c4790879278162022-12-22T04:17:52ZengInternational Union of CrystallographyIUCrData2414-31462022-01-0171x22006110.1107/S241431462200061Xgg4007β-d-Galactopyranosyl-(1→4)–2-amino-2-deoxy-α-d-glucopyranose hydrochloride monohydrate (lactosamine)Valeri V. Mossine0Steven P. Kelley1Thomas P. Mawhinney2Department of Biochemistry, University of Missouri, Columbia, MO 65211, USADepartment of Chemistry, University of Missouri, Columbia, MO 65211, USADepartment of Biochemistry, University of Missouri, Columbia, MO 65211, USAThe title compound, C12H24NO10+·Cl−·H2O, (I), crystallizes in the monoclinic space group P21 and exists as a monohydrate of a monosubstituted ammonium chloride salt, with the reducing carbohydrate portion existing exclusively as the α-pyranose tautomer. The glycosidic bond geometry in (I) is stabilized by an intramolecular hydrogen bond and is close to that found in crystalline α-lactose. All heteroatoms except glucopyranose ring O4 participate in an extensive hydrogen-bonding network, which propagates in all directions in the crystal structure of (I).http://scripts.iucr.org/cgi-bin/paper?S241431462200061Xcrystal structureglycosidic bond geometryheyns rearrangementhydrogen bonding |
| spellingShingle | Valeri V. Mossine Steven P. Kelley Thomas P. Mawhinney β-d-Galactopyranosyl-(1→4)–2-amino-2-deoxy-α-d-glucopyranose hydrochloride monohydrate (lactosamine) IUCrData crystal structure glycosidic bond geometry heyns rearrangement hydrogen bonding |
| title | β-d-Galactopyranosyl-(1→4)–2-amino-2-deoxy-α-d-glucopyranose hydrochloride monohydrate (lactosamine) |
| title_full | β-d-Galactopyranosyl-(1→4)–2-amino-2-deoxy-α-d-glucopyranose hydrochloride monohydrate (lactosamine) |
| title_fullStr | β-d-Galactopyranosyl-(1→4)–2-amino-2-deoxy-α-d-glucopyranose hydrochloride monohydrate (lactosamine) |
| title_full_unstemmed | β-d-Galactopyranosyl-(1→4)–2-amino-2-deoxy-α-d-glucopyranose hydrochloride monohydrate (lactosamine) |
| title_short | β-d-Galactopyranosyl-(1→4)–2-amino-2-deoxy-α-d-glucopyranose hydrochloride monohydrate (lactosamine) |
| title_sort | β d galactopyranosyl 1 4 2 amino 2 deoxy α d glucopyranose hydrochloride monohydrate lactosamine |
| topic | crystal structure glycosidic bond geometry heyns rearrangement hydrogen bonding |
| url | http://scripts.iucr.org/cgi-bin/paper?S241431462200061X |
| work_keys_str_mv | AT valerivmossine bdgalactopyranosyl142amino2deoxyadglucopyranosehydrochloridemonohydratelactosamine AT stevenpkelley bdgalactopyranosyl142amino2deoxyadglucopyranosehydrochloridemonohydratelactosamine AT thomaspmawhinney bdgalactopyranosyl142amino2deoxyadglucopyranosehydrochloridemonohydratelactosamine |