Development of glycosylated human interleukin-1alpha, neoglyco IL-1alpha, by coupling with D-galactose monosaccharide: synthesis and purification.
In order to develop glycosylated cytokine, recombinant human IL-1alpha was chemically modified with galactose monosaccharide. Galactose with C9 spacer, 8-(hydrazinocarbonyl)octyl beta-D-galactopyranoside (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-1alpha 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-1alpha was estimated to be 9.1.
Chiba
T
T
Department of Hygienic Chemistry, Faculty of Pharmaceutical Sciences, Nagoya City University, Tanabe, Mizuho, Japan.
Nabeshima
S
S
Takei
Y
Y
Onozaki
K
K
D005690:Galactose / Q000737:chemistry*; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000302:isolation & purification; D006023:Glycoproteins / Q000138:chemical synthesis / Q000302:isolation & purification; D006031:Glycosylation; D006801:Humans; D007375:Interleukin-1 / Q000737:chemistry* / Q000302:isolation & purification; D011994:Recombinant Proteins
D006001:Glycoconjugates; D006023:Glycoproteins; D007375:Interleukin-1; D011994:Recombinant Proteins; D005690:Galactose