Structural investigation of the carbohydrate element of human pituitary follicle-stimulating hormone by methylation analysis.
A preparation of human follicle-stimulating hormone has been subjected to methylation analysis by using the methyl sulphinyl carbanion-dimethyl sulphoxide-methyl iodide method. The hydrolysis products of the methylated glycoprotein were reduced, acetylated, analysed by gas-phase chromatography and mass spectrometry and identified by comparison with standards. Methylation analysis demonstrated that (1) the d-galactose, mannose, fucose and 2-amino-2-deoxyglucose units exist in the pyranose forms, (2) the 2-amino-2-deoxyglucose units are N-acetylated, (3) the fucopyranose units occupy terminal non-reducing positions, (4) the d-galactopyranose units are linked in the 1- and 2-positions, (5) the mannopyranose units exist in three forms, some as terminal non-reducing residues, some as 1,6-linked residues and some as 1,3,4-linked branch points, and (6) the 2-acetamido deoxyglucopyranose units are 1,6-linked. These structural assignments are compared with other data previously obtained for the carbohydrate moieties of follicle-stimulating hormone.
D000107:Acetylation; D000606:Amino Sugars / Q000032:analysis; D002241:Carbohydrates / Q000032:analysis*; D002849:Chromatography, Gas; D004121:Dimethyl Sulfoxide; D005640:Follicle Stimulating Hormone / Q000032:analysis*; D005643:Fucose / Q000032:analysis; D005690:Galactose / Q000032:analysis; D005947:Glucose / Q000032:analysis; D006801:Humans; D007454:Iodides; D008358:Mannose / Q000032:analysis; D013058:Mass Spectrometry; D008745:Methylation; D010902:Pituitary Gland / Q000032:analysis
D000606:Amino Sugars; D002241:Carbohydrates; D007454:Iodides; D005643:Fucose; D005640:Follicle Stimulating Hormone; D005947:Glucose; D008358:Mannose; D005690:Galactose; D004121:Dimethyl Sulfoxide