The applicability of the reductive-cleavage method to the structural analysis of sialic acid-containing carbohydrates was investigated using fully methylated methyl alpha- and beta-N-acetylneuraminic acid (1 and 2, respectively). Both compounds were fully stable to reductive cleavage in the presence
Determination of the structures of pentose-containing carbohydrates by the reductive-cleavage method
β Scribed by Heinrich Heims; Hans Steinhart; Petra Mischnick
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- English
- Weight
- 484 KB
- Volume
- 191
- Category
- Article
- ISSN
- 0008-6215
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β¦ Synopsis
Some di-and poly-saccharides containing arabinosyl and xylosyl residues have been methylated and then subjected to reductive-cleavage with triethylsilane in the presence of either trimethylsilyl trifluoromethanesulfonate or boron trifluoride etherate and trimethylsilyl methanesulfonate. The products were converted into the partially methylated anhydroalditol acetates and analysed by g.1.c. and g.l.c.-m.s. The results demonstrate that the reductive-cleavage method is an attractive alternative to methylation analysis in determining the structure of polysaccharides containing pentosyl residues.
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Described herein is the synthesis of all positional isomers of partially methylated and acetylated or benzoylated 1,4-anhydro-D-ribitol. The benzoates are generated simultaneously from 1,4-anhydro-D-ribitol by sequential partial methylation and benzoylation or sequential partial benzoylation and met
Agarose was structurally characterised by permethylation and subsequent reductive cleavage. Treatment of the fully methylated polysaccharide with triethylsilane and a mixture of trimethylsilyl methanesulfonate and boron trifluoride etherate followed by a newly developed, acid-catalysed, in situ acet
The substitution patterns of cyclomalto-hexaose and -heptaose derivatives carrying alkyl, acyl, and carbamoyl substituents have been investigated by the reductive-cleavage method. The modified cyclomalto-hexaoses or -heptaoses were treated with triethylsilane and trimethylsilyl trifluoromethanesulfo
The mass spectra of permethylated methyl 4,6-O-(1-carbomethoxyethylidene)-D-hexopyranoside and 1,5-anhydro-D-hexitol of glucose, galactose, and mannose and permethylated methyl 5,6-O-(1-carbomethoxyethylidene)-D-galactofuranoside and 1,4-anhydro-D-galactitol have been determined. The stability of ea
The fate of 4-linked D-glucopyranosyluronic residues under reductive-cleavage conditions was investigated by using the Klebsiella aerogenes type 54 strain A3 capsular polysaccharide. Treatment of the fully methylated polysaccharide with triethylsilane and trimethylsilyl trifluoromethanesulfonate in