Thermotropic and lyotropic properties of long chain alkyl glycopyranosides: Part III: pH-sensitive headgroups

As part of a series of papers, the influence of carbohydrate headgroups and aliphatic chains on the mesogenic properties of glycolipids was investigated. Alkyl glycosides with different types of aliphatic chains were synthesised. Neutral glycolipids were oxidized to their uronic acid derivatives, us...

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Published inChemistry and physics of lipids Vol. 127; no. 1; pp. 47 - 63
Main Authors Milkereit, G., Morr, M., Thiem, J., Vill, V.
Format Journal Article
LanguageEnglish
Published Ireland Elsevier Ireland Ltd 2004
Subjects
Alkyl glycopyranosides
Crystallization
Glycolipids
Glycosides - chemical synthesis
Glycosides - chemistry
Glycosylation
Lyotropic liquid crystals
Microscopy, Polarization
Oxidation
Thermotropic liquid crystals
Uronic acids
Lyotropic liquid crystals
Oxidation
Alkyl glycopyranosides
Thermotropic liquid crystals
Glycolipids
Uronic acids
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Summary:As part of a series of papers, the influence of carbohydrate headgroups and aliphatic chains on the mesogenic properties of glycolipids was investigated. Alkyl glycosides with different types of aliphatic chains were synthesised. Neutral glycolipids were oxidized to their uronic acid derivatives, using the well established TEMPO-oxidation. For comparison a 6-deoxy-6-amino alkylglucopyranoside was synthesised. In addition, the thermotropic and lyotropic phase behaviour of the synthesised compounds were investigated. The thermotropism was characterised by polarising microscopy, the lyotropism by the contact preparation method.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0009-3084
1873-2941
DOI:10.1016/j.chemphyslip.2003.09.007