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dc.contributor.authorMaruyama, T.
dc.contributor.authorToida, T.
dc.contributor.authorImanari, T.
dc.contributor.authorYu, G.
dc.contributor.authorLinhardt, Robert J.
dc.date1998
dc.date.accessioned2022-06-27T16:22:18Z
dc.date.available2022-06-27T16:22:18Z
dc.date.issued1998
dc.identifier.citationConformational Changes and Anticoagulant Activity of ChondroitinSulfate Following its O-Sulfonation, T. Maruyama, T. Toida, T.Imanari, G. Yu, R.J. Linhardt, Carbohydrate Research, 306,35-43, 1998.
dc.identifier.urihttps://doi.org/10.1016/s0008-6215(97)10060-x
dc.identifier.urihttps://hdl.handle.net/20.500.13015/5901
dc.descriptionCarbohydrate Research, 306, 35-43
dc.descriptionNote : if this item contains full text it may be a preprint, author manuscript, or a Gold OA copy that permits redistribution with a license such as CC BY. The final version is available through the publisher’s platform.
dc.description.abstractChondroitin sulfate from bovine tracheal cartilage, with the basic structure (4-O-sulfo-D-GalpNAc beta-1-->4-D-GlcpA)n, was chemically modified by O-sulfonation. Depending on the reaction conditions, the products showed a different degree of O-sulfonation. A fully O-sulfonated chondroitin sulfate, having no free hydroxyl groups, and a sulfo ester group:disaccharide unit ratio of 4.0 was prepared. This chondroitin sulfate derivative was shown by 1H NMR spectroscopy to have a uronate residue with an altered conformation. Usually, the uronate residue in chondroitin sulfate resides in the 4C1 form. Fully O-sulfonated chondroitin sulfate had an uronate residue in the 1C4 form at 30 degrees C, similar to the preferred conformation of the 2-O-sulfo-iduronate residue most commonly found in heparin. The 2S0 form of the uronate residue was also found in fully O-sulfonated chondroitin sulfate at 60 degrees C. The anti-factor IIa activity of fully O-sulfonated chondroitin sulfate was 40 units/mg. This value is similar to the activities reported for various low-molecular-weight heparins, and substantially higher than those previously reported for partially O-sulfonated chondroitin sulfates having an average sulfate group/disaccharide unit of 2.5 to 3.3. The anti-factor Xa activity of the fully O-sulfonated chondroitin sulfate was 12 units/mg. This value is considerably lower than the activities reported for various low-molecular-weight heparins, consistent with the critical importance of an antithrombin III pentasaccharide binding site for anti-factor Xa activity. These findings suggest that the conformational change of glucuronic acid residue in chondroitin sulfate resulting from its full O-sulfonation can result in enhanced anticoagulant activity, particularly as measured by anti-factor IIa assay.
dc.description.urihttps://login.libproxy.rpi.edu/login?url=https://doi.org/10.1016/s0008-6215(97)10060-x
dc.languageen_US
dc.language.isoENG
dc.relation.ispartofThe Linhardt Research Labs Online Collection
dc.relation.ispartofRensselaer Polytechnic Institute, Troy, NY
dc.relation.urihttps://harc.rpi.edu/
dc.subjectBiology
dc.subjectChemistry and chemical biology
dc.subjectChemical and biological engineering
dc.subjectBiomedical engineering
dc.titleConformational Changes and Anticoagulant Activity of ChondroitinSulfate Following its O-Sulfonation
dc.typeArticle
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dc.creator.identifierhttps://orcid.org/0000-0003-2219-5833
dc.relation.departmentThe Linhardt Research Labs.
dc.relation.departmentThe Shirley Ann Jackson, Ph.D. Center for Biotechnology and Interdisciplinary Studies (CBIS)


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