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Acylation of N-acetylneuraminic acid

Chemistry of Natural Compounds, 1967
The direct acylation of N-acetylneuraminic acid takes place ambiguously and leads to two reaction products: the acylated γ-lactone and the acylated derivative of the pyranose form of the acid.
A. Ya. Khorlin, I. M. Privalova
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Oral and Intraperitoneal Administration of N-Acetylneuraminic Acid: Effect on Rat Cerebral and Cerebellar N-Acetylneuraminic Acid

The Journal of Nutrition, 1986
Rat pups were administered N-acetylneuraminic acid (NANA) by i.p. injection or via a feeding catheter for eight consecutive days beginning on d 14 of life. All pups were given the identical dose: 1.0 mg on d 1 and 2 and 1.2 mg on the remaining days, or approximately 20 mg/kg body weight per day. A control group was injected i.p. with glucose instead of
S E, Carlson, S G, House
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Asymmetric synthesis of N-acetylneuraminic acid

Chemical Communications, 2000
A highly diastereoselective synthesis of N-acetylneuraminic acid 1 has been completed by stereoselective functionalization of cis-olefin 6 and trans-olefin 10 via intramolecular phenylselenoamidation and osmylation, respectively.
Sung Ho Kang   +3 more
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Glycosidation of N-acetylneuraminic acid

Bulletin of the Academy of Sciences of the USSR Division of Chemical Science, 1968
The synthesis of the methyl esters of 9-O-(β-D-glucopyranosyl)- and 9-O-(β-D-galaetopyranosyl)-N-acetylneuraminic acid is described.
A. Ya. Khorlin, I. M. Privalova
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Methylumbelliferyl-N-acetylneuraminic acid sialidase in human liver

Biochemical Medicine, 1984
Human liver sialidase was measured using methylumbelliferyl-N-acetylneuraminic acid as a substrate. The enzyme activity was linear for only 20 min and linearity was not improved by adding albumin, CaCl2, dithiothreitol, or Ep-459. The optimal pH was 4.5 and the apparent Km value, approximately 0.090 mM.
W R, den Tandt, S, Scharpe
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A monoclonal antibody to free N-acetylneuraminic acid

Biochimica et Biophysica Acta (BBA) - General Subjects, 1990
A monoclonal antibody (70-A) to free N-acetylneuraminic acid was obtained by immunizing mice with its synthetic beta-glycoside, sodium O-[(5-acetamido-3,5-dideoxy-D-glycero-beta-D-galacto-2- nonulopyranosyl)onate]-(2----3)-1,2-di-O-tetradecyl-sn-glyce rol, followed by fusing the isolated spleen cells with mouse myeloma cells and cloning positive ...
A, Kawamura   +7 more
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N-acetylneuraminic acid and sialoglycoconjugate metabolism in fibroblasts from a patient with generalized N-acetylneuraminic acid storage disease

Biochimica et Biophysica Acta (BBA) - General Subjects, 1983
Cultured skin fibroblasts from a patient suffering from generalized N-acetylneuraminic acid storage disease were found to accumulate large amounts (approx. 4.0 mumol/g fresh weight) of free N-acetylneuraminic acid in a lysosome-enriched subcellular fraction.
L W, Hancock, A L, Horwitz, G, Dawson
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Synthesis and evaluation of C-9 modified N-acetylneuraminic acid derivatives as substrates for N-acetylneuraminic acid aldolase

Bioorganic & Medicinal Chemistry, 2000
Several C-9 modified N-acetylneuraminic acid derivatives have been synthesised and evaluated as substrates of N-acetylneuraminic acid aldolase. Simple C-9 acyl or ether modified derivatives of N-acetylneuraminic acid were found to be accepted as substrates by the enzyme, albeit being transformed more slowly than Neu5Ac itself.
Kiefel, MJ   +4 more
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The first synthesis of N-acetylneuraminic acid 1,7-lactone

Chemical Communications, 2008
N-Acetylneuraminic acid is transformed into its until now unavailable and rather unwieldy 1,7-lactone, via the manageable 2-benzyloxycarbonyl N-acetylneuraminic acid 1,7-lactone which generates the free lactone in quantitative yield by hydrogenolysis.
R. Colombo   +3 more
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CMP-N-acetylneuraminic Acid Hydroxylase

2009
CMP-N-acetylneuraminic acid (CMP-NeuAc) hydroxylase catalyzes the hydroxylation of CMP-NeuAc to CMP-N-glycolylneuraminic acid (CMP-NeuGc) in the presence of hydrogen donor (NADH), cytochrome b5, and NADH-cytochrome b5 reductase (Kozutsumi et al. 1990; Kawano et al. 1994). This biosynthetic step is the rate limiting reaction for the expression of NeuGc,
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