Synthesis with an immobilized enzyme of N-acetyl-9-O-acetyl-neuraminic acid, a sugar reported as a component of embryonic and tumor antigens.

Author:

Augé Claudine,David Serge,Gautheron Christine,Veyrières Alain

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference9 articles.

1. Chemistry, Metabolism, and Biological Functions of Sialic Acids

2. O -Acetylation of Disialoganglioside GD 3 by Human Melanoma Cells Creates a Unique Antigenic Determinant

3. Synthesis of 9-O-Acetyl- and 4,9-Di-O-Acetyl Derivatives of the Methyl Ester of N-Acetyl-β-D-Neuraminic Acid Methylglycoside. Their Use as Models in Periodate Oxidation Studies

4. All the derivatives in the Scheme were amorphous, anomeric mixtures. N-Benzyl-2-acetamido-6-O-acetyl-2-deoxy-α, β-D-mannosylamine the last intermediate, was characterized by its composition. The 1H NMR spectrum of 2 was compatible with a 6-O-acetyl structure.

5. The efficiency of this route was first tested with the less expensive N-acetylglucosamine. Details of the synthesis of 6-O-acetyl-N-acetyl-glucosamine m.p. 193°C dec.; |α|D25+66° (3 min) → +35° (24 h), (c 1 in water) will be reported elsewhere.

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