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Crystal Structure o...
Crystal Structure of Methyl 3-O-α-D-Glucopyranosyl 2-Acetamido-2-Deoxy-α-D-Galactopyranoside Hydrate
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- Eriksson, Lars, 1960- (författare)
- Stockholms universitet,Institutionen för material- och miljökemi (MMK)
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- Widmalm, Göran, 1958- (författare)
- Stockholms universitet,Institutionen för organisk kemi
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(creator_code:org_t)
- 2023-03-11
- 2023
- Engelska.
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Ingår i: Journal of Chemical Crystallography. - : Springer Science and Business Media LLC. - 1074-1542 .- 1572-8854. ; 53:3, s. 400-406
- Relaterad länk:
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https://doi.org/10.1...
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https://urn.kb.se/re...
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Abstract
Ämnesord
Stäng
- Methyl 3-O-α-D-glucopyranosyl 2-acetamido-2-deoxy-α-D-galactopyranoside as a monohydrate, C15H27NO11·H2O, crystallizes in space group P212121, with four molecules in the unit cell. It constitutes the methyl glycoside of the carbohydrate part of the teichoic acid type polysaccharide from Micrococcus sp. A1, in which the disaccharides are joined through phosphodiester linkages. The conformation of the disaccharide is described by the glycosidic torsion angles ϕ = − 31° and ψ = + 1°, and the hydroxymethyl groups of the constituent monosaccharides are present in the gg and gt conformations for the sugar residues having the gluco- and galacto-configuration, respectively. For the N-acetyl group at C2 of the galactosamine residue the torsion angle τH = 147°, i.e., the amide proton has an antiperiplanar relationship to H2 of the sugar ring. The structure shows extensive hydrogen bonding along the a-direction, including the water molecule, and forms sheets with hydrophilic interactions within the sheets as a result of hydrogen bonding between disaccharides as well as hydrophobic interactions between the sheets, in particular, amongst methyl groups of the N-acetyl group of the α-D-GalpNAc residue in the disaccharides.
Ämnesord
- NATURVETENSKAP -- Kemi -- Annan kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Other Chemistry Topics (hsv//eng)
Nyckelord
- Crystal structure
- Carbohydrate
- Disaccharide
- Hydrogen bonding
- DFT
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
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