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.
Similar content being viewed by others
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
References
Ashwell G, Morell AG (1974) Adv Enzymol 41:99–128.
Paulson JC, Rogers GN, Caroll SM, Higa HH, Pritchett T, Milks G, Sebasan S (1984) Pure Appl Chem 56:797–805.
Reutter W, Köttge E, Bauer C, Gerok W (1982) in Sialic Acids, Chemistry, Metabolism and Function, Cell Biology Monographs, Vol 10, ed. Schauer R, Springer Verlag Wien p 263–305.
Yogeeswaran G, Salk PL (1981) Science 212:1514–16.
Schauer R (1985) Trends Biochem Sci 10:357–60.
Gross HJ, Bünsch A, Brossmer R (1984) Hoppe Seylers Z Physiol Chem 365:994–95. Also Gross HJ, Bünsch A, Paulson JC, Brossmer R; unpublished results.
Gross HJ, Rose U, Brossmer R (1985) in Euro-Carbohydrates; Abstr 3rd Eur Symp Carbohydr, Grenoble, ed. Defaye J p 250.
Corfield AP, Schauer R (1982) in Sialic Acids, Chemistry, Metabolism and Function, Cell Biology Monographs, Vol 10, ed. Schauer R, Springer Verlag, Wien, p 195–261.
Haverkamp J, Beau JM, Schauer R, (1979) Hoppe Seylers Z Physiol Chem 360:159–66.
Higa HH, Paulson JC (1985) J Biol Chem 260:8838–49.
Beau JM, Schauer R (1980) Eur J Biochem 106:531–40.
Hagedorn HW, Brossmer R (1986) Helvetica Chim Acta 69:2127–32.
Baumberger F, Vasella A (1986) Helvetica Chim Acta 69:1205–15.
Czarniecki MF, Thornton ER (1977) J Am Chem Soc 99:8237.
Weinstein J, de Souza-e-Silva U, Paulson JC (1982) J Biol Chem 275:13835–44.
Lowry OH, Rosebrough NJ, Farr AL, Randall RJ (1951) J Biol Chem 193:265–75.
Wallenfels K, Kurz G (1966) Methods Enzymol 9:112–16.
Ames BN (1966) Methods Enzymol 8:115–18.
Weinstein J, de Souza-e-Silva U, Paulson JC (1982) J Biol Chem 257:13845–53.
Potier M, Mameli L, Beliste M, Dallaire L, Melancon SB (1979) Anal Biochem 94:287–96.
Hanes CS (1932) Biochem J 26:1406–21.
Drzenick R (1973) Histochem J 5:271–90.
Friebolin H, Baumann W, Hauck M, Kurz D, Wajda R, Weisshaar G, Keilich G, Ziegler D, Brossmer R, Nicolia H (1984) Hoppe Seylers Z Physiol Chem 365:1309–21.
Schmid K (1975) in The Plasma Proteins, 2nd edn., Vol 1 ed. Putnam FW Academic Press New York, p 183–222.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
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
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01049452