Effects of N-3554S, a polyprenyl phosphate, on B16-F10 mouse melanoma cells.

Abstract

N-3554S, an optically active S-isomer of alpha-dihydrodecaprenyl phosphate, reduced the tumorigenicity of cultured B16-F10 mouse melanoma cells probably by affecting protein N-glycosylation. Accordingly, membrane glycoprotein samples were prepared from the melanoma cells cultured with or without N-3554S, and amounts and structures of N-linked sugar chains were determined. Analyses of the N-linked oligosaccharides released by hydrazinolysis from these samples and reduced with NaB3H4 revealed that the N-3554S-treated cells contain 1.5-1.8 times as much oligosaccharides as the control cells, and the relative amounts of high-mannose-type and bi-, tri- and tetra-antennary complex-type sugar chains are almost the same between two samples. Western blot analysis, however, showed that binding of L-PHA, which binds to oligosaccharides with the GlcNAc beta 1-->6(GlcNAc beta 1-->2)Man structure, is significantly reduced in 90 K, 96 K, 140 K, 155 K and 180 K glycoproteins in N-3554S-treated cells. Immunoblot analysis showed that the 140 K glycoprotein could be a fibronectin receptor. It was also shown that N-3554S treatment enhances the adhesiveness of the cells to fibronectin. These results indicate that N-3554S affects N-glycosylation of membrane glycoproteins and alters the cell surface properties of B16-F10 cells.

• Authors: K Shirane, K Furukawa, K Fukuchi, H Yamazaki, M Tsuji, Y Okamoto
• Journal: Biochimica et biophysica acta (Biochim Biophys Acta) Vol. 1268 Issue 3 Pg. 285-92 (Sep 21 1995) ISSN: 0006-3002 [Print] Netherlands
• PMID: 7548227 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Fibronectins
• Membrane Glycoproteins
• Oligosaccharides
• Polyisoprenyl Phosphates
• dihydrodecaprenyl phosphate
• Glycoside Hydrolases

Topics

• Animals
• Blotting, Western
• Carbohydrate Sequence
• Cell Adhesion
• Fibronectins (metabolism)
• Glycoside Hydrolases
• Glycosylation (drug effects)
• Melanoma (pathology)
• Membrane Glycoproteins (chemistry)
• Mice
• Molecular Sequence Data
• Oligosaccharides (analysis)
• Polyisoprenyl Phosphates (pharmacology)
• Stereoisomerism
• Tumor Cells, Cultured (metabolism)