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
Synthesis and characterization of authentic standards for the analysis of ribofuranose-containing carbohydrates by the reductive-cleavage method
โ Scribed by Christine R. Rozanas; Nan Wang; Kathy Vidlock; Gary R. Gray
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- English
- Weight
- 553 KB
- Volume
- 274
- Category
- Article
- ISSN
- 0008-6215
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โฆ Synopsis
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 methylation. The individual isomers are obtained in pure form by high-performance liquid chromatography. Debenzoylation and acetylation provided the corresponding acetates. Reported herein are the IH NMR spectra of the benzoates and the electron-ionization mass spectra of the acetates and the tri-O-methyl derivative and also for the acetates and the tri-O-methyl derivative, their linear temperature programmed gas-liquid chromatography retention indices on three different capillary columns.
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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
Described herein is the synthesis of all positional isomers of methylated and acetylated or benzoylated 1,4-anhydro-L-fucitol. The benzoates are generated simultaneously from 1,4-anhydro-L-fucitol by sequential partial methylation and benzoylation or sequential partial benzoylation and methylation.
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Described is an efficient method for the synthesis of the sixteen positional isomers of methylated and acetylated or benzoylated 1,5-anhydro-D-glucitol. The compounds are generated simultaneously by partial methylation of 1,5-anhydro-D-glucitol and subsequent benzoylation, and the individual isomers