A heparin-like glycosaminoglycan from shrimp containing high levels of 3-O-sulfated D-glucosamine groups in an unusual trisaccharide sequence

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dc.contributor.authorChavante, Suely F.
dc.contributor.authorBrito, Adriana S.
dc.contributor.authorLima, Marcelo [UNIFESP]
dc.contributor.authorYates, Edwin [UNIFESP]
dc.contributor.authorNader, Helena [UNIFESP]
dc.contributor.authorGuerrini, Marco
dc.contributor.authorTorri, Giangiacomo
dc.contributor.authorBisio, Antonella
dc.contributor.institutionUniv Fed Rio Grande do Norte
dc.contributor.institutionUniversidade Federal de São Paulo (UNIFESP)
dc.contributor.institutionUniv Liverpool
dc.contributor.institutionIst Ric Chim & Biochim G Ronzoni
dc.date.accessioned2016-01-24T14:37:18Z
dc.date.available2016-01-24T14:37:18Z
dc.date.issued2014-05-22
dc.description.abstractThe detailed characterization of a novel heparin-like glycosaminoglycan purified from the viscera (heads) of the shrimp Litopenaeus vannamei is reported. Structural analysis performed by mono-and two-dimensional nuclear magnetic resonance (NMR) spectroscopy revealed it to be rich in both glucuronic acid and N, 6-sulfated glucosamine residues. the key peculiarities were its high 3-O-sulfated glucosamine content compared to mammalian heparins; a residue which is usually associated with the antithrombin (AT) binding site, and the location of these residues within 2-O-sulfated iduronate and glucuronate-containing sequences (I(2S-)A*-G), a situation not found in mammalian heparin. It also exhibited higher molecular weight (similar to 36 kDa) than conventional heparin (similar to 16 kDa) but, negligible anticoagulant activity (similar to 5 IU/mg compared to heparin similar to 190 IU/mg) and stabilization of AT, which has been linked directly to anticoagulation activity. A high affinity fraction, eluting at a similar salt concentration (0.75-1.5 M NaCl) from an antithrombin affinity column, to the high affinity fraction of heparin, also showed only weak thermal stabilization of AT (+ similar to 2 degrees C). These structural peculiarities may help elucidate more clearly the relationship between structure and function of sulfated polysaccharides, and provide useful model compounds with which to better understand interactions of biological significance. (C) 2014 Published by Elsevier B.V.en
dc.description.affiliationUniv Fed Rio Grande do Norte, Dept Bioquim, BR-59072970 Natal, RN, Brazil
dc.description.affiliationUniv Fed Rio Grande do Norte, Fac Ciencias Saude Trairi, Santa Cruz, CA USA
dc.description.affiliationUniversidade Federal de São Paulo, Dept Bioquim, São Paulo, Brazil
dc.description.affiliationUniv Liverpool, Dept Struct & Chem Biol, Liverpool L69 3BX, Merseyside, England
dc.description.affiliationIst Ric Chim & Biochim G Ronzoni, Milan, Italy
dc.description.affiliationUnifespUniversidade Federal de São Paulo, Dept Bioquim, São Paulo, Brazil
dc.description.sourceWeb of Science
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.description.sponsorshipThe Ronzoni Foundation
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.description.sponsorshipCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
dc.description.sponsorshipIDCNPq: 20127503
dc.description.sponsorshipIDFAPESP: 2012/00850-1
dc.description.sponsorshipIDCAPES: 1301824
dc.format.extent59-66
dc.identifierhttp://dx.doi.org/10.1016/j.carres.2014.03.002
dc.identifier.citationCarbohydrate Research. Oxford: Elsevier B.V., v. 390, p. 59-66, 2014.
dc.identifier.doi10.1016/j.carres.2014.03.002
dc.identifier.issn0008-6215
dc.identifier.urihttp://repositorio.unifesp.br/handle/11600/37777
dc.identifier.wosWOS:000335510200009
dc.language.isoeng
dc.publisherElsevier B.V.
dc.relation.ispartofCarbohydrate Research
dc.rightsinfo:eu-repo/semantics/restrictedAccess
dc.rights.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dc.subjectHeparinen
dc.subjectCrustaceanen
dc.subjectNMRen
dc.subjectAnticoagulant activityen
dc.subjectAnti-Xaen
dc.subjectAntithrombinen
dc.titleA heparin-like glycosaminoglycan from shrimp containing high levels of 3-O-sulfated D-glucosamine groups in an unusual trisaccharide sequenceen
dc.typeinfo:eu-repo/semantics/article
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