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Development of glycosylated human interleukin-1α, neoglyco IL-1 alpha, by coupling with D-galactose monosaccharide: synthesis and purification

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Abstract

In order to develop glycosylated cytokine, recombinant human IL-1 alpha was chemically modified with galactose monosaccharide. Galactose with C9 spacer, 8-(hydrazinocarbonyl)octyl beta-D-galctopyranoside (3), was synthesized by glycosylation of C9 spacer, methyl 9-hydroxynonanoate, with acetobromogalactose, followed by deacetylation and hydrazidation. Total yield of 3 was 43.6% in three steps. Compound 3 was coupled to IL-1 alpha by the acyl azide method. The glycosylated IL-1 was purified by anion-exchange chromatography, and galactose coupled to IL-1 was confirmed by R. communis lectin blotting. Based on the molecular weight, the average number of carbohydrate molecules introduced per molecule of IL-1 alpha was estimated to be 9.1.

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References

  1. Goebel WF, Avery OT (1929) J Exp Med 50: 521–31.

    Google Scholar 

  2. Landsteiner K (1962) In The Specificity of Serological Reactions, 2nd ed. pp 174–77. New York: Dover Publications, Inc.

    Google Scholar 

  3. Nixdroff KK, Schlecht S, Rude E, Westpfal O (1975) Immunology 29: 87–102.

    Google Scholar 

  4. Stowell CP, Lee YC (1980) Adv Carbohydr Chem Biochem 37: 225–81.

    Google Scholar 

  5. Krantz MJ, Holtzman NA, Stowell CP, Lee YC (1976) Biochem 15: 3963–68.

    Google Scholar 

  6. Stowell CP, Lee YC (1978) J Biol Chem 253: 6107–10.

    Google Scholar 

  7. Oda S, Sato M, Toyoshima S, Osawa T (1989) J Biochem (Tokyo) 105: 1040–43.

    Google Scholar 

  8. Krantz MJ, Lee YC (1976) Anal Biochem 71: 318–21.

    Google Scholar 

  9. Hoffman J, Larm O, Scholander E (1983) Carbohydr Res 117: 328–31.

    Google Scholar 

  10. Wada K, Chiba T, Takei Y, Ishihara H, Hayashi H, Onozaki K (1994) J Carbohydr Chem 13: 941–65.

    Google Scholar 

  11. Takei H, Wada K, Chiba T, Hayashi H, Ishihara H, Onozaki K (1994) Lymphokine Cytokine Res 13: 265–70.

    Google Scholar 

  12. Takei Y, Chiba T, Wada K, Hayashi H, Yamada M, Kuwashima J, Onozaki K (1995) J Interferon Cytokine Res 15: 713–79.

    Google Scholar 

  13. Takei Y, Yang D, Chiba T, Nabeshima S, Naruoka M, Wada K, Onozaki K (1996) J Interferon Cytokine Res 16: 333–36.

    Google Scholar 

  14. Dinarello CA (1996) Blood: 87: 2095–147.

    Google Scholar 

  15. Laemmli UK (1970) Nature (London) 227: 680–85.

    Google Scholar 

Download references

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Authors and Affiliations

  1. Department of Hygienic Chemistry, Faculty of Pharmaceutical Sciences, Nagoya City University, Tanabe, Mizuho Nagoya, 467, Japan

    Taku Chiba, Sachi Nabeshima, Yutaka Takei & Kikuo Onozaki

Authors
  1. Taku Chiba
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  2. Sachi Nabeshima
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  3. Yutaka Takei
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  4. Kikuo Onozaki
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Chiba, T., Nabeshima, S., Takei, Y. et al. Development of glycosylated human interleukin-1α, neoglyco IL-1 alpha, by coupling with D-galactose monosaccharide: synthesis and purification. Glycoconj J 15, 63–67 (1998). https://doi.org/10.1023/A:1006991416735

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  • DOI: https://doi.org/10.1023/A:1006991416735

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