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Preparation ofN-acetylneuraminic acid from delipidated egg yolk

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Abstract

Egg yolk, a large proportion of the egg, was studied for the preparation ofN-acetylneuraminic acid (Neu5Ac). The delipidated hen egg yolk (DEY; 500 kg containing 0.2% w/w, Neu5Ac) was hydrolysed with HCl (pH 1.4) at 80 °C and neutralized with NaOH (pH 6.0). The mixture was filtered and electrodialysed until the conductivity was 240 µS cm−1. The filtrate was applied on a column of Dowex HCR-W2 (20–50 mesh), followed by a column of Dowex 1-X8 (200–400 mesh). The latter column was washed with water, and then eluted with a linear gradient of HCO2H (0–2m). The eluates containing Neu5Ac were concentrated using a reverse osmosis membrane and, finally, rotary evaporated at 40 °C. The residue was then lyophilized to yield 500 g Neu5Ac. The purity of Neu5Ac was >98% (TBA method). HPLC, NMR spectroscopy and TLC chromatography of the product obtained from the DEY showed that Neu5Ac was the sole derivative present in egg yolk. The DEY, a byproduct from egg processing plants, was found to be an excellent source for the large-scale preparation of Neu5Ac.

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Abbreviations

Neu5Ac:

N-acetylneuraminic acid

Neu5Gc:

N-glycolylneuraminic acid

DEY:

delipidated egg yolk

HPLC:

high performance liquid chromatography

TLC:

thin layer chromatography

NMR:

nuclear magnetic resonance

IR:

infrared spectroscopy

References

  1. Schauer R (1987)Methods Enzymol 138:132–61.

    Google Scholar 

  2. Schauer R (1982)Adv Carbohydr Chem Biochem 40:131–234.

    Google Scholar 

  3. Reutter W, Köttgen E, Bauer C and Gerok W (1982)Cell Biol Monogr 10:263–305.

    Google Scholar 

  4. Schauer R (1985)Trends Biochem Sci 10:357–60.

    Google Scholar 

  5. Phillips ML, Nudelman E, Gaeta FCA, Perez M, Singhal AK, Hakomori S, Paulson JC (1990)Science 250:1130–2.

    Google Scholar 

  6. Lowe JB, Stoolman LM, Nair RP, Larsen RD, Berhend TL, Marks RM (1990)Cell 63:475–84.

    Google Scholar 

  7. Cantz M (1982)Cell Biol Monogr 10:307–20.

    Google Scholar 

  8. Renlund M, Aula P, Raivio KO, Autio S, Sainio K, Rapola J, Koskela SL (1983)Neurology 33:57–66.

    Google Scholar 

  9. Erbil KM, Jones JD, Klee GG (1985)Cancer 55:404–9.

    Google Scholar 

  10. Juneja LR, Koketsu M, Nishimoto K, Kim M, Yamamoto T, Itoh T (1991)Carbohydr Res 214:179–89.

    Google Scholar 

  11. Shukke E, Ikeuchi Y, Yoshida H, Hiraoka Y, Uchida S (1989)Japan Kokai 40491.

  12. Tsukada Y, Ohta Y, Sugimori T (1990)Nippon Nogeikagaku Kaishi (Japanese)64:1437–44.

    Google Scholar 

  13. Warren L (1959)J Biol Chem 234:1971–5.

    Google Scholar 

  14. Horstmann HJ (1979)Anal Biochem 96:130–8.

    Google Scholar 

  15. Moore M, Stein WH (1963)Methods Enzymol 6:819–31.

    Google Scholar 

  16. Corfield AP, Beau JM, Schauer R (1978)Hoppe-Seyler's Z. Physiol. Chem. 359:1335–42.

    Google Scholar 

Download references

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Koketsu, M., Juneja, L.R., Kawanami, H. et al. Preparation ofN-acetylneuraminic acid from delipidated egg yolk. Glycoconjugate J 9, 70–74 (1992). https://doi.org/10.1007/BF00731701

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  • DOI: https://doi.org/10.1007/BF00731701

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