A heparin-like compound isolated from a marine crab rich in glucuronic acid 2-O-sulfate presents low anticoagulant activity

Detalhes bibliográficos
Autor(a) principal: Andrade, Giuliana Paiva Viana de
Data de Publicação: 2013
Outros Autores: Lima, Marcelo Andrade de [UNIFESP], Souza Junior, Airton Araujo de [UNIFESP], Fareed, Jawed, Hoppensteadt, Debra A., Santos, Elizeu Antunes dos, Chavante, Suely Ferreira, Oliveira, Fernanda Wanderley de, Rocha, Hugo Alexandre de Oliveira, Nader, Helena Bonciani [UNIFESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNIFESP
Texto Completo: https://repositorio.unifesp.br/handle/11600/36206
https://dx.doi.org/10.1016/j.carbpol.2013.01.069
Resumo: A natural heparin-like compound isolated from the crab Goniopsis cruentata was structurally characterized and its anticoagulant and hemorrhagic activities were determined. Enzymatic and nuclear magnetic resonance analysis revealed that its structure is rich in disulfated disaccharides, possessing significant amounts of 2-O-sulfated-beta-D-glucuronic acid units. Furthermore, low amounts of trisulfated disaccharide units containing 2-O-sulfated-alpha-L-iduronic acid were detected, when compared to mammalian heparin. in addition, this heparin-like structure showed negligible in vitro anticoagulant activity and low bleeding potency, facts that make it a suitable candidate for the development of structure-driven, heparin based therapeutic agents with fewer undesirable effects. (C) 2013 Elsevier B.V. All rights reserved.
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spelling Andrade, Giuliana Paiva Viana deLima, Marcelo Andrade de [UNIFESP]Souza Junior, Airton Araujo de [UNIFESP]Fareed, JawedHoppensteadt, Debra A.Santos, Elizeu Antunes dosChavante, Suely FerreiraOliveira, Fernanda Wanderley deRocha, Hugo Alexandre de OliveiraNader, Helena Bonciani [UNIFESP]Univ Fed Rio Grande do NorteUniversidade Federal de São Paulo (UNIFESP)Univ LiverpoolInst Fed Rio Grande NorteLoyola Med Sch2016-01-24T14:31:34Z2016-01-24T14:31:34Z2013-04-15A natural heparin-like compound isolated from the crab Goniopsis cruentata was structurally characterized and its anticoagulant and hemorrhagic activities were determined. Enzymatic and nuclear magnetic resonance analysis revealed that its structure is rich in disulfated disaccharides, possessing significant amounts of 2-O-sulfated-beta-D-glucuronic acid units. Furthermore, low amounts of trisulfated disaccharide units containing 2-O-sulfated-alpha-L-iduronic acid were detected, when compared to mammalian heparin. in addition, this heparin-like structure showed negligible in vitro anticoagulant activity and low bleeding potency, facts that make it a suitable candidate for the development of structure-driven, heparin based therapeutic agents with fewer undesirable effects. (C) 2013 Elsevier B.V. All rights reserved.Univ Fed Rio Grande do Norte, Dept Bioquim, BR-59072970 Natal, RN, BrazilUniversidade Federal de São Paulo, Dept Bioquim, BR-04044020 São Paulo, BrazilUniv Liverpool, Dept Struct & Chem Biol, Liverpool L69 7ZB, Merseyside, EnglandInst Fed Rio Grande Norte, Dept Biol, Natal, RN, BrazilLoyola Med Sch, Dept Pathol, Maywood, IL USAUniversidade Federal de São Paulo, Dept Bioquim, BR-04044020 São Paulo, BrazilWeb of ScienceFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)647-654Carbohydrate Polymers. Oxford: Elsevier B.V., v. 94, n. 1, p. 647-654, 2013.10.1016/j.carbpol.2013.01.069WOS000317888500085.pdf0144-8617https://repositorio.unifesp.br/handle/11600/36206https://dx.doi.org/10.1016/j.carbpol.2013.01.069WOS:000317888500085engElsevier B.V.Carbohydrate Polymershttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policyinfo:eu-repo/semantics/openAccessHeparinHeparan sulfateNuclear magnetic resonanceHeparinasesAnticoagulant activityHemorrhagic effectA heparin-like compound isolated from a marine crab rich in glucuronic acid 2-O-sulfate presents low anticoagulant activityinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlereponame:Repositório Institucional da UNIFESPinstname:Universidade Federal de São Paulo (UNIFESP)instacron:UNIFESPORIGINALWOS000317888500085.pdfapplication/pdf845429https://repositorio.unifesp.br/bitstreams/4a19e9f8-c418-4f14-b69f-cb6f9c19a7c0/downloadc4009e7d7fc309b3b59b35384281b003MD51TEXTWOS000317888500085.pdf.txtWOS000317888500085.pdf.txtExtracted texttext/plain44970https://repositorio.unifesp.br/bitstreams/53460336-1ca1-4ff8-971b-78b6a1a64492/download97256587dbfe81e582fd2674a4f9266eMD5211600/362062024-01-19 19:11:42.384oai:repositorio.unifesp.br/:11600/36206https://repositorio.unifesp.brRepositório InstitucionalPUBhttp://www.repositorio.unifesp.br/oai/requestopendoar:34652024-01-19T19:11:42Repositório Institucional da UNIFESP - Universidade Federal de São Paulo (UNIFESP)false
dc.title.en.fl_str_mv A heparin-like compound isolated from a marine crab rich in glucuronic acid 2-O-sulfate presents low anticoagulant activity
title A heparin-like compound isolated from a marine crab rich in glucuronic acid 2-O-sulfate presents low anticoagulant activity
spellingShingle A heparin-like compound isolated from a marine crab rich in glucuronic acid 2-O-sulfate presents low anticoagulant activity
Andrade, Giuliana Paiva Viana de
Heparin
Heparan sulfate
Nuclear magnetic resonance
Heparinases
Anticoagulant activity
Hemorrhagic effect
title_short A heparin-like compound isolated from a marine crab rich in glucuronic acid 2-O-sulfate presents low anticoagulant activity
title_full A heparin-like compound isolated from a marine crab rich in glucuronic acid 2-O-sulfate presents low anticoagulant activity
title_fullStr A heparin-like compound isolated from a marine crab rich in glucuronic acid 2-O-sulfate presents low anticoagulant activity
title_full_unstemmed A heparin-like compound isolated from a marine crab rich in glucuronic acid 2-O-sulfate presents low anticoagulant activity
title_sort A heparin-like compound isolated from a marine crab rich in glucuronic acid 2-O-sulfate presents low anticoagulant activity
author Andrade, Giuliana Paiva Viana de
author_facet Andrade, Giuliana Paiva Viana de
Lima, Marcelo Andrade de [UNIFESP]
Souza Junior, Airton Araujo de [UNIFESP]
Fareed, Jawed
Hoppensteadt, Debra A.
Santos, Elizeu Antunes dos
Chavante, Suely Ferreira
Oliveira, Fernanda Wanderley de
Rocha, Hugo Alexandre de Oliveira
Nader, Helena Bonciani [UNIFESP]
author_role author
author2 Lima, Marcelo Andrade de [UNIFESP]
Souza Junior, Airton Araujo de [UNIFESP]
Fareed, Jawed
Hoppensteadt, Debra A.
Santos, Elizeu Antunes dos
Chavante, Suely Ferreira
Oliveira, Fernanda Wanderley de
Rocha, Hugo Alexandre de Oliveira
Nader, Helena Bonciani [UNIFESP]
author2_role author
author
author
author
author
author
author
author
author
dc.contributor.institution.none.fl_str_mv Univ Fed Rio Grande do Norte
Universidade Federal de São Paulo (UNIFESP)
Univ Liverpool
Inst Fed Rio Grande Norte
Loyola Med Sch
dc.contributor.author.fl_str_mv Andrade, Giuliana Paiva Viana de
Lima, Marcelo Andrade de [UNIFESP]
Souza Junior, Airton Araujo de [UNIFESP]
Fareed, Jawed
Hoppensteadt, Debra A.
Santos, Elizeu Antunes dos
Chavante, Suely Ferreira
Oliveira, Fernanda Wanderley de
Rocha, Hugo Alexandre de Oliveira
Nader, Helena Bonciani [UNIFESP]
dc.subject.eng.fl_str_mv Heparin
Heparan sulfate
Nuclear magnetic resonance
Heparinases
Anticoagulant activity
Hemorrhagic effect
topic Heparin
Heparan sulfate
Nuclear magnetic resonance
Heparinases
Anticoagulant activity
Hemorrhagic effect
description A natural heparin-like compound isolated from the crab Goniopsis cruentata was structurally characterized and its anticoagulant and hemorrhagic activities were determined. Enzymatic and nuclear magnetic resonance analysis revealed that its structure is rich in disulfated disaccharides, possessing significant amounts of 2-O-sulfated-beta-D-glucuronic acid units. Furthermore, low amounts of trisulfated disaccharide units containing 2-O-sulfated-alpha-L-iduronic acid were detected, when compared to mammalian heparin. in addition, this heparin-like structure showed negligible in vitro anticoagulant activity and low bleeding potency, facts that make it a suitable candidate for the development of structure-driven, heparin based therapeutic agents with fewer undesirable effects. (C) 2013 Elsevier B.V. All rights reserved.
publishDate 2013
dc.date.issued.fl_str_mv 2013-04-15
dc.date.accessioned.fl_str_mv 2016-01-24T14:31:34Z
dc.date.available.fl_str_mv 2016-01-24T14:31:34Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.citation.fl_str_mv Carbohydrate Polymers. Oxford: Elsevier B.V., v. 94, n. 1, p. 647-654, 2013.
dc.identifier.uri.fl_str_mv https://repositorio.unifesp.br/handle/11600/36206
https://dx.doi.org/10.1016/j.carbpol.2013.01.069
dc.identifier.doi.none.fl_str_mv 10.1016/j.carbpol.2013.01.069
dc.identifier.file.none.fl_str_mv WOS000317888500085.pdf
dc.identifier.issn.none.fl_str_mv 0144-8617
dc.identifier.wos.none.fl_str_mv WOS:000317888500085
identifier_str_mv Carbohydrate Polymers. Oxford: Elsevier B.V., v. 94, n. 1, p. 647-654, 2013.
10.1016/j.carbpol.2013.01.069
WOS000317888500085.pdf
0144-8617
WOS:000317888500085
url https://repositorio.unifesp.br/handle/11600/36206
https://dx.doi.org/10.1016/j.carbpol.2013.01.069
dc.language.iso.fl_str_mv eng
language eng
dc.relation.ispartof.none.fl_str_mv Carbohydrate Polymers
dc.rights.driver.fl_str_mv http://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
info:eu-repo/semantics/openAccess
rights_invalid_str_mv http://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 647-654
dc.publisher.none.fl_str_mv Elsevier B.V.
publisher.none.fl_str_mv Elsevier B.V.
dc.source.none.fl_str_mv reponame:Repositório Institucional da UNIFESP
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collection Repositório Institucional da UNIFESP
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