Preparation and structural determination of large oligosaccharides derived from acharan sulfate.
The structures of a series of large oligosaccharides derived from acharan sulfate were characterized. Acharan sulfate is an unusual glycosaminoglycan isolated from the giant African snail, Achatina fulica. Oligosaccharides from decasaccharide to hexadecasaccharide were enzymatically prepared using heparin lyase II and purified. Capillary electrophoresis and gel electrophoresis confirmed the purity of these oligosaccharides. Their structures, determined by ESI-MS and NMR, were consistent with the major repeating sequence in acharan sulfate, -->4)-alpha-d-GlcN(p)Ac-(1-->4)-alpha-l-IdoA(p)2S-(1-->, terminated by 4-linked alpha-d-GlcN(p)Ac residue at the reducing end and by 4,5-unsaturated pyranosyluronic acid 2-sulfate at the non-reducing end.
Chi
Lianli
L
Department of Chemistry and Chemical Biology, Chemical and Biological Engineering, and Biology, Rensselaer Polytechnic Institute, Troy, NY 12180, USA.
Munoz
Eva M
EM
Choi
Hyung Seok
HS
Ha
Young Wan
YW
Kim
Yeong Shik
YS
Toida
Toshihiko
T
Linhardt
Robert J
RJ
D000818:Animals; D001438:Bacteroidaceae / Q000201:enzymology; D002240:Carbohydrate Sequence; D002384:Catalysis; D019075:Electrophoresis, Capillary; D004591:Electrophoresis, Polyacrylamide Gel; D006025:Glycosaminoglycans / Q000737:chemistry* / Q000302:isolation & purification; D019763:Heparin Lyase / Q000302:isolation & purification / Q000378:metabolism; D008970:Molecular Weight; D019906:Nuclear Magnetic Resonance, Biomolecular; D009844:Oligosaccharides / Q000737:chemistry*; D012908:Snails / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization
D006025:Glycosaminoglycans; D009844:Oligosaccharides; C106771:acharan sulfate; D019763:Heparin Lyase