title: Solvolytic depolymerization of chondroitin and dermatan sulfates.
abstract: It is essential to establish a library of glycosaminoglycan oligosaccharides from the chondroitin and dermatan sulfates to investigate their biological functions and structure-activity relationships (SARs). There are several approaches to obtain oligosaccharides using chemical and enzymatic degradation procedures; however, purification of each resulting oligosaccharide is complicated because of the diversity of sulfonation patterns present in these oligosaccharides. We have developed a new method for the solvolytic degradation for chondroitin and dermatan sulfates to obtain an oligosaccharide mixture that can be easily purified into chondro/dermato oligosaccharides for characterization by both (1)H NMR and MALDI-TOFMS. These oligosaccharides have a methyl-esterified uronate residue and a methyl 2-acetamido-2-deoxy-D-galactofuranoside at the nonreducing and reducing ends, respectively. All other internal repeating disaccharide units were desulfonated, but maintained their core carbohydrate structures.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University, 263-8522 Chiba, Japan. toida@p.chiba-u.ac.jp
authors.forename: Toshihiko
authors.initials: T
authors.lastname: Toida
authors.forename: Kenji
authors.initials: K
authors.lastname: Sato
authors.forename: Noriko
authors.initials: N
authors.lastname: Sakamoto
authors.forename: Shinobu
authors.initials: S
authors.lastname: Sakai
authors.forename: Saori
authors.initials: S
authors.lastname: Hosoyama
authors.forename: Robert J
authors.initials: RJ
authors.lastname: Linhardt
mesh_terms: D002807:Chondroitin / Q000737:chemistry*; D003871:Dermatan Sulfate / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009844:Oligosaccharides / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013329:Structure-Activity Relationship
chemical_list: D009844:Oligosaccharides; D003871:Dermatan Sulfate; D002807:Chondroitin