Chondroitin ABC lyase digestion of an ascidian dermatan sulfate. Occurrence of unusual 6-O-sulfo-2-acetamido-2-deoxy-3-O-(2-O-sulfo-alpha-L-idopyranosyluronic acid)-beta-D-galactose units.
A dermatan sulfate-like glycosaminoglycan was isolated from the body of the ascidian Ascidia nigra (J. Biol. Chem. 270: 31027-31036, 1995). 1H NMR and fast atom bombardment mass spectrometry (FAB-MS) spectra of the tetra and disaccharides formed by chondroitin ABC lyase digestion support the proposed repeating disaccharide structure for this glycosaminoglycan, [-->4)-alpha-L-IdoA(2SO4)-(1-->3)-beta-D-GalNAc(6SO4)-(1-->] , which differ from mammalian dermatan sulfate in its sulfation at both 2-position of the alpha-L-iduronic acid and the 6-position of the N-acetyl-beta-D-galactosamine residue.
Mourão
P A
PA
Departamento de Bioquímica, Universidade Federal do Rio de Janeiro, Brazil. mourão@server.bioqmed.ufrj.br
Pavão
M S
MS
Mulloy
B
B
Wait
R
R
D000116:Acetylgalactosamine / Q000737:chemistry / Q000378:metabolism; D000818:Animals; D002808:Chondroitin Lyases / Q000378:metabolism*; D003871:Dermatan Sulfate / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D004187:Disaccharides / Q000737:chemistry / Q000378:metabolism; D007067:Iduronic Acid / Q000737:chemistry / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D009844:Oligosaccharides / Q000737:chemistry / Q000378:metabolism; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013431:Sulfates / Q000378:metabolism; D014561:Urochordata / Q000737:chemistry*
D004187:Disaccharides; D009844:Oligosaccharides; D013431:Sulfates; D003871:Dermatan Sulfate; D007067:Iduronic Acid; D002808:Chondroitin Lyases; D000116:Acetylgalactosamine