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  • 1
    ISSN: 0170-2041
    Keywords: Carbohydrates ; Oligosaccharides ; Saccharides ; Glycoproteins ; Glycosyltransferase ; Transferases ; Enzymes ; Proteins ; Trichloroacetimidates ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Building Units of Oligosaccharides, CVII. - Synthesis of Modified Oligosaccharides of N-Glycoproteins for Substrate Specificity Studies of N-Acetylglucosaminyltransferase IISeveral modified derivatives of the tetrasaccharide β-D-GlcNAc-(1→2)-α-D-Man-(1→3)-[α-D-Man-(1→6)]-β-D-Man-octyl (1) were synthesized for substrate specifity studies of N-acetylglucosaminyltransferase II (GlcNAcT II). The hydroxyl groups at C-3, C-4 or C-6 of the α(1→6)-linked Man residue and the hydroxyl groups at C-3 and C-6 of the α(1→3)-linked Man were replaced by deoxy groups. All five tetrasaccharides were synthesized by a block synthesis by using deoxy saccharide residues. The trichloroacetimidate method was particulary successful for synthesizing the glycosidic linkages. The modified compounds have been tested as substrates for N-acetylglucosaminyltransferase II (GlcNAcT II) from rat liver. The substrate specificity of GlcNAcT II will be discussed.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 0170-2041
    Keywords: Carbohydrates ; Oligosaccharides ; Saccharides ; Glycoproteins ; Glycosyltransferase ; Transferases ; Enzymes ; Proteins ; Trichloroacetimidates ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Building Units of Oligosaccharides, CVIII. - Synthesis of Modified Oligosaccharides of N-Glycoproteins for Substrate Specificity Studies of N-Acetylglucosaminyltransferase III to VIThe pentasaccharide β-D-GlcNAc-(1→2)-α-D-Man-(1→3)-[β-D-GlcNAc-(1→2)-α-D-Man-(1→6)]-β-D-Man-octyl (3) and a series of modified derivatives of this compound were synthesized. The 4-OH group of the β-Man residue, the 3-OH or 4-OH group of the α-(1→3)-linked Man residue or the 6-OH group of the α(1→6)-linked Man residue were replaced by deoxy groups. The modified pentasaccharides were synthesized by a block synthesis using functionalized deoxy saccharide residues. Glycosylation reactions were achieved by the trichloroacetimidate method. These pentasaccharides are useful for substrate specificity studies of N-acetylglucosaminyltransferases III to VI (GlcNAcT III to VI). The substrate specificity of GlcNAcT V will be discussed since this activity has been found to be increased in malignancies.
    Type of Medium: Electronic Resource
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