title: Structural analysis of isomeric chondroitin sulfate oligosaccharides using regioselective 6-O-desulfation method and tandem mass spectrometry.
abstract: A strategy based on a regioselective 6-O-desulfation reaction and negative ion electrospray ionization tandem mass spectrometry (ESI-MS(n)) was developed for the structural delineation of isomeric chondroitin sulfate oligosaccharides. Product ions resulting from the glycosidic cleavage provided information about the number of sulfate groups in each sugar residue. After the regioselective 6-O-desulfation reaction, the number of sulfate groups on each residue was obtained using a tandem mass spectrometry analysis of the reaction product. The sulfation pattern could be obtained based on the product ions of analytes before and after the desulfation reaction. The strategy was demonstrated using a series of tetrasaccharides prepared from shark cartilage chondroitin sulfate D. Among the 12 identified tetrasaccharides, six structures had not been reported before.
authors.affiliation: Department of Chemistry, National Taiwan University, Taipei, Taiwan.
authors.forename: Shu-Ting
authors.initials: ST
authors.lastname: Chen
authors.affiliation: Department of Chemistry, National Taiwan University, Taipei, Taiwan. Electronic address: grher@ntu.edu.tw.
authors.forename: Guor-Rong
authors.initials: GR
authors.lastname: Her
mesh_terms: D000818:Animals; D002809:Chondroitin Sulfates / Q000737:chemistry*; D007536:Isomerism; D009844:Oligosaccharides / Q000737:chemistry*; D012754:Sharks; D012756:Sheep; D053719:Tandem Mass Spectrometry / Q000379:methods*
chemical_list: D009844:Oligosaccharides; C065068:chondroitin sulfate D; D002809:Chondroitin Sulfates
keywords: Chondroitin sulfate oligosaccharides; Electrospray ionization; Regioselective 6-O-desulfation method; Shark cartilage chondroitin sulfate D; Structural analysis; Tandem mass spectrometry