Depolymerization of chondroitin 6-sulfate and dermatan sulfate with diazomethane in the presence of a small proportion of water.
Chondroitin 6-sulfate (sodium salt), dermatan sulfate (sodium salt), and their methyl esters were depolymerized into mixtures of methylated, even-numbered oligosaccharides having a 4,5-unsaturated uronic acid, nonreducing end-group, respectively, with excess diazomethane in the presence of a small proportion of water. The methyl ester of chondroitin 6-sulfate was more effectively cleaved than the sodium salt, whereas the methyl ester of dermatan sulfate was depolymerized at a rate slightly higher than the sodium salt. About half of the acetamido group in the depolymerized product of the methyl ester of these polysaccharides was N-methylated.
Inoue
Y
Y
Nagasawa
K
K
D000818:Animals; D002807:Chondroitin / Q000031:analogs & derivatives; D002809:Chondroitin Sulfates; D003871:Dermatan Sulfate; D003978:Diazomethane; D006868:Hydrolysis; D008745:Methylation; D012867:Skin; D013329:Structure-Activity Relationship; D013552:Swine; D014867:Water
D014867:Water; D003871:Dermatan Sulfate; D003978:Diazomethane; D002807:Chondroitin; D002809:Chondroitin Sulfates