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N-Acetyl-4-deoxy-d-neuraminic acid is activated and transferred on to asialoglycoprotein

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Abstract

The sialic acid analogue,N-acetyl-4-deoxy-neuraminic acid, is readily activated by CMP-sialic acid synthase from bovine brain. We also show that sialyl-transfer from CMP-N-acetyl-4-deoxy-neuraminic acid to asialo-α 1-acid glycoprotein is achieved at a high rate using Galβ1-4GlcNAc α(2.6)-sialyltransferase from rat liver.

In contrast toVibrio cholerae sialidase, fowl plague virus sialidase liberates boundN-acetyl-4-deoxy-neuraminic acid from the glycoprotein. Thus, as opposed to the general view, the action of neither synthase nor transferase depends on the presence of the hydroxy group at C-4 ofN-acetylneuraminic acid.

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Abbreviations

BSA:

bovine serum albumin

DTE:

dithioerythritol

HPLC:

high performance liquid chromatography

NeuAc:

N-acetyl-d-neuraminic acid

4-deoxy-NeuAc:

N-acetyl-4-deoxy-d-neuraminic acid

4-epi-NeuAc:

4-acetamido-3,5-dideoxy-d-glycero-d-talononulosonic acid

CMP-NeuAc:

Cytidine-5′-monophospho-N-acetylneuraminic acid

CMP-4-deoxy-NeuAc:

Cytidine-5′-monophospho-N-acetyl-4-deoxy-neuraminic acid

FPV-sialidase:

Fowl plague virus sialidase

VCN:

Vibrio cholerae neuraminidase

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Gross, H.J., Brossmer, R. N-Acetyl-4-deoxy-d-neuraminic acid is activated and transferred on to asialoglycoprotein. Glycoconjugate J 4, 145–156 (1987). https://doi.org/10.1007/BF01049452

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  • DOI: https://doi.org/10.1007/BF01049452

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