Solvolytic depolymerization of chondroitin and dermatan sulfates.
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.
Toida
Toshihiko
T
Graduate School of Pharmaceutical Sciences, Chiba University, 263-8522 Chiba, Japan. toida@p.chiba-u.ac.jp
Sato
Kenji
K
Sakamoto
Noriko
N
Sakai
Shinobu
S
Hosoyama
Saori
S
Linhardt
Robert J
RJ
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
D009844:Oligosaccharides; D003871:Dermatan Sulfate; D002807:Chondroitin