Inhibition of formation of complex oligosaccharides by the glucosidase inhibitor bromoconduritol.
The alpha-glucosidase inhibitor bromoconduritol (6-bromo-3,4,5-trihydroxycyclohex-1-ene) inhibits trimming of the innermost glucose residue from the Glc3Man9GlcNAc2 precursor of high-mannose and complex oligosaccharides. This inhibition occurs both in intact cells and with a microsomal enzyme preparation. The formation of lipid-linked oligosaccharides was increased in glucosidase-inhibited cells. Inhibition of transfer of high-mannose oligosaccharides to protein was not observed. In bromoconduritol-treated virus-infected cells, trimming of mannose can occur despite incomplete removal of glucose. The glucosylated high-mannose oligosaccharides GlcMan9GlcNAc, GlcMan8GlcNAc, and GlcMan7GlcNAc were released from viral glycoproteins after digestion with Pronase and endo-beta-N-acetylglucosaminidase H. The formation of complex oligosaccharides was concomitantly inhibited. The release of infectious fowl plague virus particles (an influenza virus) was inhibited from bromoconduritol-treated infected chicken-embryo cells.
D000818:Animals; D002236:Carbohydrate Conformation; D002472:Cell Transformation, Viral; D002478:Cells, Cultured; D002642:Chick Embryo; D053138:Cyclohexenes; D005959:Glucosidases / Q000037:antagonists & inhibitors*; D006023:Glycoproteins / Q000096:biosynthesis; D065089:Glycoside Hydrolase Inhibitors; D009980:Influenza A virus / Q000235:genetics; D007294:Inositol / Q000031:analogs & derivatives* / Q000494:pharmacology; D007700:Kinetics; D009844:Oligosaccharides / Q000096:biosynthesis*; D009975:Orthomyxoviridae / Q000235:genetics
D053138:Cyclohexenes; D006023:Glycoproteins; D065089:Glycoside Hydrolase Inhibitors; D009844:Oligosaccharides; C036388:6-bromoconduritol; D007294:Inositol; D005959:Glucosidases