Characterization of carbohydrates using gas chromatography/mass spectrometry (GC/MS)

dc.contributor.authorAsres, Daniel Derbieen_US
dc.date.accessioned2007-05-22T15:15:03Z
dc.date.available2007-05-22T15:15:03Z
dc.date.issued1999-05-01T00:00:00Zen_US
dc.degree.disciplineChemistryen_US
dc.degree.levelMaster of Science (M.Sc.)en_US
dc.description.abstractMethylation analysis has been widely used for determination of carbohydrate structures by mass spectrometry. Permethylation of monosaccharides yields mixtures of anomeric pyranosides and furanosides. One part of this thesis discusses the influence of some of the permethylation reaction parameters on the proportions of isomeric products obtained. The ratios of three, five- and six-membered ring products obtained from two permethylated monosaccharides, D-galactose and L-fucose, have been determined as a function of reaction parameters. The method of Ciucanu and Kerek (methyl iodide in dimethyl sulfoxide (DMSO) in the presence of sodium hydroxide (NaOH)) was used as a starting point. We have investigated the effect of mixing DMSO, substrate, and NaOH for various times prior the addition of methyl iodide on the proportion of products obtained. In summary, higher temperatures and longer reaction times favored the main pyranoside product. Another part of this thesis describes methods of preparing, isolating characterizing permethylated pyranoside and furanoside species of D-(+)-galactose and L-($-$)-fucose. In the third portion of this thesis, two different sets of methods that involve methanolysis, permethylation and acetylation, were developed to identify the components of GM$\sb1$, a glycosphingolipid. (Abstract shortened by UMI.)en_US
dc.format.extent6510897 bytes
dc.format.extent184 bytes
dc.format.mimetypeapplication/pdf
dc.format.mimetypetext/plain
dc.identifier.urihttp://hdl.handle.net/1993/2065
dc.language.isoengen_US
dc.rightsopen accessen_US
dc.titleCharacterization of carbohydrates using gas chromatography/mass spectrometry (GC/MS)en_US
dc.typemaster thesisen_US
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