An α-L-fucopyranosyl-myo-inositol in normal human urine

Lennartson, Gudrun; Lundblad, Arne; Lindberg, Bengt; Lōnngren, Jörgen

doi:10.1016/0006-291x(76)90461-7

Cited by 11 publications

(1 citation statement)

References 10 publications

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“…4). (1-3,14, [16][17][18][19] were also analyzed by proton NMR to determine their anomeric configu rations. The results of these determinations and the subsequent oligosaccharide structures which were arrived at will be discussed in the following sections.…”

Section: Isolation Of Neutral Urinary Oligosaccharidesmentioning

confidence: 99%

Glycerol-, inositol-, and reducing end hexose-containing oligosaccharides in human urine

et al. 1984

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Key words: Urinary oligosaccharides, inositol-oligosaccharides, glycerol-oligosaccharidesTen previously unreported oligosaccharides have been purified from the urines of human subjects using a combination of gel filtration, ion exchange, and thin-layer chromatographies. Their structures were determined by direct probe mass spectrometry, methylation analysis, and proton NMR spectroscopy of the permethylated oligosao. charide alditols.On the basis of composition, the oligosaccharides could be divided into three groups~ Five oligosaccharides containing glycerol were characterized as glucosyl~l-l'glycerol; glucosyl/31-1'glycerol; galactosyl/31-1'glycerol; glucosyl-l-l'(fucosyl-l-2')glycerol and/or fucosyl-l-l'(glucosyl-l-2')glycerol; and glucosyl-l-t'(galactosyl-l-2')glycerol or galactosyl-l-l'(glucosyl-l-2')glycerol. Four inositol-containing oligosaccharides were charao. terized as galactosyl/~l (fucosylc~l)inositol, N-acetylgalactosaminylo~l (fucosyk~l)inositol, fucosyl~l-2galactosyl/31 (N-acetylgalactosaminylcd)inositol and fucosylc~l-2galac-tosyl/31-4-N-acelylglucosaminyl~l(N-acelylgalactosaminyk~1)inositol. Finally, galactosylo~l-3(fucosylc~l-2)galactosyl~l-6galactosylo~l-4(fucosyloll-3)glucose, an oligosaccharide with glucose at its reducing end, was tentatively identified. The significance, and possible origins of the carbohydrate structures are discussed.Oligosaccharides of human urine are reflective of normal and abnormal biosynthetic and degradation processes of tissue glycoconjugates. Lu ndblad eta/. have reported extensively on these human urinary oligosaccharides and have found structures which are related to blood groups A, B, and O oligosaccharides, from both secretor and non-

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Section: Isolation Of Neutral Urinary Oligosaccharidesmentioning

confidence: 99%

Glycerol-, inositol-, and reducing end hexose-containing oligosaccharides in human urine

et al. 1984

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Use of chemical ionization in gas chromatographic/mass spectrometric screening of human urine for disaccharides containing inositol

Lemonnier

Derappe

Sellier

et al. 1985

Biol. Mass Spectrom.

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Gas chromatography/mass spectrometry (GC/MS) in the positive chemical ionization (CI) mode was used to screen normal urine for inositol-containing disaccharides in the form of permethylated derivatives, after borodeuteride reduction of the reducing saccharides. Ammonia was the reactant gas. The results revealed the existence of deoxyhexosyl-inositol and hexosyl-inositol disaccharides, and of a new compound, N-acetylhexosaminyl-inositol disaccharide. Up to four isomers of deoxyhexosyl-inositol could be present in the same sample even though only one of them has so far been fully characterized in man. As regards the hexosyl-inositols, one to three isomers were present in the same sample and probably corresponded to the three isomers of galactosyl-inositol recently described in man. N-Acetylhexosaminyl-inositol (identified elsewhere by us as N-acetylgalactosaminyl-alpha (1-1)-myo-inositol) was seen in only a few samples. No relationship can be found between the excretion of all these inositol-containing disaccharides on the one hand, ABO(H) blood group and 'Secretor' status (Se or sese) of the donors on the other. The gas chromatographic CI mass spectrometric technique used here with various ammonia pressures can be applied to the screening of other biological fluids or tissues for inositol glycosides.

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F

Collins¹

1998

Dictionary of Carbohydrates

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An α-L-fucopyranosyl-myo-inositol in normal human urine

Cited by 11 publications

References 10 publications

Glycerol-, inositol-, and reducing end hexose-containing oligosaccharides in human urine

Glycerol-, inositol-, and reducing end hexose-containing oligosaccharides in human urine

Use of chemical ionization in gas chromatographic/mass spectrometric screening of human urine for disaccharides containing inositol

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