Synthesis of a fluorogenic mucopolysaccharide by chondrocytes in cell culture with 4-methylumbelliferyl β-d-xyloside |
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Authors: | Yukio Fukunaga Mitsuko Sobue Noboru Suzuki Hideo Kushida Suguru Suzuki Sakaru Suzuki |
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Institution: | 1. Biological Laboratory, Aichi Prefectural University, Nagoya 467, Japan;2. Kyoto General Medicochemical Laboratory, Kyoto 607, Japan;3. Department of Chemistry, Faculty of Science, Nagoya University, Nagoya 464,Japan |
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Abstract: | Culture of chondrocytes in the presence of 4-methylumbelliferyl β-d-xyloside resulted in a synthesis of protein-free, fluorogenic chondroitin sulfate which was heterogeneous on DEAE-cellulose chromatography. Degradation of the major chromatographic fraction with chondroitinase-ABC yielded, in addition to a large quantity of Δ4-glucuronic acid-containing disaccharides, two flurogenic oligosaccharides of different size. Quantitative analysis showed that Δ4-glucuronic acid, galactose, xylose, and 4-methylumbelliferone were present in the small oligosaccharide fragment in a molar ratio of 1:2:1:1. Since these analytical data are analogous to those reported for glycopeptides derived from proteochondroitin sulfates, it may be suggested that 4-methylumbelliferyl β-d-xyloside replaces the need for xylosyl protein core in the normal synthesis of proteochondroitin sulfate with a resultant production of the unusual polysaccharide bearing the added xyloside at the reducing end. |
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Keywords: | ΔDi-OS ΔDi-4S and ΔDi-6S sulfated derivatives of ΔDi-OS at the 4- and 6-positions respectively of the hexosamine moiety |
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