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  • 1
    Electronic Resource
    Electronic Resource
    Sialyloligosaccharides of Delipidated Egg Yolk Fraction (1993)
    Oxford, UK : Blackwell Publishing Ltd
    Journal of food science 58 (1993), S. 0 
    Details
    ISSN: 1750-3841
    Source: Blackwell Publishing Journal Backfiles 1879-2005
    Topics: Agriculture, Forestry, Horticulture, Fishery, Domestic Science, Nutrition , Process Engineering, Biotechnology, Nutrition Technology
    Notes: Delipidated egg yolk (DEY) was homogenized and centrifuged. The supernatant was dialyzed by ultrafiltration using a molecular weight cut-off of 1,000. The asparagine-linked oligosaccharides in the concentrate were liberated from protein by hydrazinolysis and labeled with UV-absorbingp-amionbenzoic ethyl ester (ABEE). The ABEE-derivatized oligosaccharides were fractionated by anion exchange and reverse-phase HPLC. The total sialyloligosaccharides from the water-soluble DEY fraction, were about 47.7% monosialyl and 50.6% di-sialyloligosaccharides. The structures of 3 predominant sialyloligosaccharides were determined by NMR. They were of the biantennary complex-type, accounting for about 33.6% of the total sialyloligosaccharides of the DEY water-soluble fraction.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1111/j.1365-2621.1993.tb09349.x
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  • 2
    Electronic Resource
    Electronic Resource
    Small complex-type N-linked glycans are attached to cell-wall bound exo-β-glucanases of both mung bean and barley seedlings (2001)
    Copenhagen : Munksgaard International Publishers
    Physiologia plantarum 112 (2001), S. 0 
    Details
    ISSN: 1399-3054
    Source: Blackwell Publishing Journal Backfiles 1879-2005
    Topics: Biology
    Notes: N-linked glycans of wall-bound exo-β-glucanases from mung bean and barley seedlings, namely Mung-ExoI and Barley-ExoII, were characterized. The N-linked glycans of Mung-ExoI and Barley-ExoII were liberated by gas-phase hydrazinolysis followed by re-N-acetylation. Their structures were determined by two-dimensional sugar-mapping analysis and MALDI-TOF mass spectrometry. N-glycans from both glucanases were of paucimannosidic-type (small complex-type) structures, Manα1-6(±Manα1-3)(Xylβ1-2)Manβ1-4GlcNAcβ1-4(±Fucα1-3) GlcNAc, which are known as typical vacuole-type N-glycans. The results suggest that N-glycans of cell-wall glucanase were produced by partial trimming of complex-type N-glycans by exoglycosidases during its transport from Golgi apparatus to cell walls or in the cell walls.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1034/j.1399-3054.2001.1120302.x
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  • 3
    Electronic Resource
    Electronic Resource
    Structures of asparagine linked oligosaccharides of immunoglobulins (IgY) isolated from egg-yolk of Japanese quail (1993)
    Springer
    Glycoconjugate journal 10 (1993), S. 202-213 
    Details
    ISSN: 1573-4986
    Keywords: Asn-linked oligosaccharide ; quail egg-yolk ; immunoglobulin ; p-aminobenzoic acid ethyl ester ; HPLC ; glucosylated oligomannose-type oligosaccharide
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Structures of the Asn linked oligosaccharides of quail egg-yolk immunoglobulin (IgY) were determined in this study. Asn linked oligosaccharides were cleaved from IgY by hydrazinolysis and labelled withp-aminobenzoic acid ethyl ester (ABEE) afterN-acetylation. The ABEE labelled oligosaccharides were then fractionated by a combination of Concanavalin A-agarose column chromatography and anion exchange, normal phase and reversed phase HPLC before their structures were determined by sequential exoglycosidase digestion, methylation analysis, HPLC, and 500 MHz1H-NMR spectroscopy. Quail IgY contained only neutral oligosaccharides of the following categories: the glucosylated oligomannose type (0.6%, Glcα1-3Glcα1-3Man9GlcNAc2; 35.6%, Glcα1-3Man7–9GlcNAc2). oligomannose type (15.0%, with the structure Man5–9GlcNAc2) and biantennary complex type with core structures of-Manα1-3(-Manα1-6)Manβ1-4GlcNAcβ1-4GlcNAc (9.9%),-Manα1-3(GlcNAcβ1-4)(-Manα1-6)Manβ1-4GlcNAcβ1-4GlcNAc (25.1%) and-Manα1-3(GlcNAcβ1-4)(-Manα1-6)Manβ1-4GlcNAcβ1-4(Fucα1-6)GlcNAc (11.4%). Although never found in mammalian proteins, glucosylated oligosaccharides (Glc1Man7–9GlcNAc2) have been located previously in hen IgY.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00702201
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  • 4
    Electronic Resource
    Electronic Resource
    Chromatographic separation of asparagine-linked oligosaccharides labeled with an ultravioletabsorbing compound,p-aminobenzoic acid ethyl ester (1988)
    Springer
    Glycoconjugate journal 5 (1988), S. 13-26 
    Details
    ISSN: 1573-4986
    Keywords: asparagine-linked oligosaccharides ; UV-absorbing derivatives ; gel permeation chromatography ; HPLC ; p-aminobenzoic acid ethyl ester
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract We have expanded on the suitability ofp-aminobenzoic acid ethyl ester as an ultraviolet-absorbing reagent [Wanget al., (1984) Anal Biochem 141:366–81] for the analysis of asparagine-linked oligosaccharides derived from glycoproteins. The oligosaccharides released from glycoproteins by hydrazinolysis/N-reacetylation were derivatized withp-aminobenzoic acid ethyl ester and the derivatives were purified and separated into neutral and acidic oligosaccharides on a PRE-SEP C18 cartridge. The acidic oligosaccharides could be further separated into a few species by high-voltage paper electrophoresis. p-Aminobenzoic acid ethyl ester derivatives of neutral oligosaccharides were analyzed by gel permeation chromatography on Bio-Gel P-4 and HPLC on a silica-based amide column. The elution profile and the proportion of the oligosaccharides were in agreement with literature values. The overall yield of oligosaccharides from glycoproteins was approximately 70%. Fifty pmol of oligosaccharide were detectable on Bio-Gel P-4 and 4–5 pmol on HPLC.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01048328
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  • 5
    Electronic Resource
    Electronic Resource
    Glycerol-, inositol-, and reducing end hexose-containing oligosaccharides in human urine (1984)
    Springer
    Glycoconjugate journal 1 (1984), S. 17-35 
    Details
    ISSN: 1573-4986
    Keywords: Urinary oligosaccharides ; inositol-oligosaccharides ; glycerol-oligosaccharides
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Ten 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 oligosaccharide alditols. On the basis of composition, the oligosaccharides could be divided into three groups. Five oligosaccharides containing glycerol were characterized as glucosylα1-1′glycerol; glucosylβ1-1′glycerol; galactosylβ1-1′glycerol; glucosyl-1-1′(fucosyl-1-2′)glycerol and/or fucosyl-1-1′(glucosyl-1-2′)glycerol; and glucosyl-1-1′(galactosyl-1-2′)glycerol or galactosyl-1-1′(glucosyl-1-2′)glycerol. Four inositol-containing oligosaccharides were characterized as galactosylβ1 (fucosylα1)inositol,N-acetylgalactosaminylα1 (fucosylα1)inositol, fucosylα1-2galactosylβ1 (N-acetylgalactosaminylα1)inositol and fucosylα1-2galactosylβ1-4-N-acetylglucosaminylα1(N-acetylgalactosaminylα1)inositol. Finally, galactosylα1-3(fucosylα1-2)galactosylβ1-6galactosylα1-4(fucosylα1-3)glucose, an oligosaccharide with glucose at its reducing end, was tentatively identified. The significance and possible origins of the carbohydrate structures are discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01875409
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  • 6
    Electronic Resource
    Electronic Resource
    Structures of asparagine-linked oligosaccharides from hen egg-yolk antibody (IgY). Occurrence of unusual glucosylated oligo-mannose type oligosaccharides in a mature glycoprotein (1991)
    Springer
    Glycoconjugate journal 8 (1991), S. 400-413 
    Details
    ISSN: 1573-4986
    Keywords: Asn-linked oligosaccharide ; hen egg-yolk ; IgY ; immunoglobulin ; p-aminobenzoic acid ethyl ester ; HPLC ; glucosylated oligosaccharide
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Asparagine-linked oligosaccharides present on hen egg-yolk immunoglobulin, termed IgY, were liberated from the protein by hydrazinolysis. AfterN-acetylation, the oligosaccharides were labelled with a UV-absorbing compound,p-aminobenzoic acid ethyl ester (ABEE). The ABEE-derivatized oligosaccharides were fractionated by anion exchange, normal phase and reversed phase HPLC, and their structures were determined by a combination of sugar composition analysis, methylation analysis, negative ion FAB-MS, 500 MHz1H-NMR and sequential exoglycosidase digestions. IgY contained monoglucosylated oligomannose type oligosaccharides with structures of Glcα1-3Man7–9-GlcNAc-GlcNAc, oligomannose type oligosaccharides with the size range of Man5–9GlcNAc-GlcNAc, and biantennary complex type oligosaccharides with core region structure of Manα1-6(±GlcNAcβ1-4)(Manα1-3)Manβ1-4GlcNAcβ1-4(±Fucα1-6)GlcNAc. The glucosylated oligosaccharides, Glc1Man8GlcNAc2 and Glc1Man7GlcNAc2, have not previously been reported in mature glycoproteins from any source.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00731292
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  • 7
    Electronic Resource
    Electronic Resource
    Electron ionization mass spectra of reduced and permethylated urinary oligosaccharides from patients with mannosidosis (1984)
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 11 (1984), S. 562-568 
    Details
    ISSN: 0306-042X
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The electron ionization mass spectra of reduced and permethylated isomeric mixtures of the major urinary tri- to deca-oligosaccharides of patients with mannosidosis are reported. Many of the oligosaccharide isomers can be differentiated in the mixtures on the basis of their distinct fragmentation patterns.
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/bms.1200111104
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  • 8
    Electronic Resource
    Electronic Resource
    The combination of normal phase with reversed phase high performance liquid chromatography for the analysis of asparagine-linked neutral oligosaccharides labelled with p-aminobenzoic ethyl ester (1992)
    New York, NY : Wiley-Blackwell
    Biomedical Chromatography 6 (1992), S. 77-83 
    Details
    ISSN: 0269-3879
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Medicine
    Notes: We have developed a novel approach for the analysis of asparagine-linked neutral oligosaccharides derived from glycoproteins. The oligosaccharides are labelled with p-aminobenzoic ethyl ester and the derivatives are separated on two high performance liquid chromatographic columns, one containing amide-silica and the other containing octadecyl-silica. The elution positions of 39 different ABEE-oligosaccharides on the two columns were plotted on a two-dimensional map. Unique non-overlapping positions of these oligosaccharides demonstrate that this technology would be useful for the identification of Asn-linked oligosaccharides at high sensitivity.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/bmc.1130060207
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