Characterization of oligosaccharides from the chondroitin sulfates. (1)H-NMR and (13)C-NMR studies of reduced disaccharides and tetrasaccharides.
Chondroitin sulfates were fragmented using the enzymes chondroitin sulfate ABC endolyase and chondroitin ACII lyase; both disaccharide and tetrasaccharide fragments were isolated after reduction to the corresponding 2-deoxy-2-N-acetylamino-D-galactitol (GalNAc-ol) form. These have the structures: Delta UA(beta 1--3)GalNAc4S-ol, Delta UA(beta 1--3)GalNAc6S-ol, Delta UA2S(beta 1--3)GalNAc6S-ol, Delta UA(beta 1--3)GalNAc4S(beta 1--4)L-IdoA(alpha 1--3)GalNAc4S-ol, Delta UA(beta 1--3)GalNAc4S(beta 1--4)GlcA(beta 1--3)GalNAc4S-ol, Delta UA(beta 1--3)GalNAc6S(beta 1--4)GlcA(beta 1--3)GalNAc4S-ol, Delta UA(beta 1--3)GalNAc6S(beta 1--4)GlcA(beta 1--3)GalNAc6S-ol, Delta UA2S(beta 1--3)GalNAc6S(beta 1--4)GlcA(beta 1--3)GalNAc4S-ol and Delta UA2S(beta 1--3)GalNAc6S(beta 1--4)GlcA(beta 1--3)GalNAc6S-ol, where Delta UA represents a 4,5-unsaturated hexuronic acid (4-deoxy-alpha-Lthreo-hex-4-enepyranosyluronic acid) and 6S/4S/2S represent O-ester sulfate groups at C6/C4/C2 sites. Complete (1)H-NMR and (13)C-NMR data are derived for these species, which may help to alleviate some of the significant difficulties resulting from signal complexity that are currently hindering the characterization and assignment of major and minor structural components within chondroitin sulfate and dermatan sulfate polymers.
The Polymer Centre, School of Physics and Chemistry, Lancaster University, UK. T.Huckerby@Lancaster.ac.uk
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Huckerby
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Lauder
G M
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Brown
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Nieduszynski
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Anderson
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Boocock
P L
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Sandall
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Weeks
D000818:Animals; D002244:Carbon; D002356:Cartilage; D002417:Cattle; D019765:Chondroitin ABC Lyase / Q000378:metabolism; D002808:Chondroitin Lyases / Q000378:metabolism; D002809:Chondroitin Sulfates / Q000737:chemistry* / Q000378:metabolism; D003871:Dermatan Sulfate / Q000737:chemistry* / Q000378:metabolism; D004187:Disaccharides / Q000032:analysis / Q000737:chemistry / Q000378:metabolism; D006859:Hydrogen; D009682:Magnetic Resonance Spectroscopy; D009844:Oligosaccharides / Q000032:analysis* / Q000737:chemistry* / Q000378:metabolism; D011522:Protons
D004187:Disaccharides; D009844:Oligosaccharides; D011522:Protons; D003871:Dermatan Sulfate; D002244:Carbon; D006859:Hydrogen; D002809:Chondroitin Sulfates; D002808:Chondroitin Lyases; D019765:Chondroitin ABC Lyase