Sulfonation and anticoagulant activity of fungal exocellular β-(1→6)-d-glucan (lasiodiplodan)
Autor(a) principal: | |
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Data de Publicação: | 2013 |
Outros Autores: | , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1016/j.carbpol.2012.10.034 http://hdl.handle.net/11449/74596 |
Resumo: | An exocellular β-(1→6)-d-glucan (lasiodiplodan) produced by a strain of Lasiodiplodia theobromae (MMLR) grown on sucrose was derivatized by sulfonation to promote anticoagulant activity. The structural features of the sulfonated β-(1→6)-d-glucan were investigated by UV-vis, FT-IR and 13C NMR spectroscopy, and the anticoagulant activity was investigated by the classical coagulation assays APTT, PT and TT using heparin as standard. The content of sulfur and degree of substitution of the sulfonated glucan was 11.73% and 0.95, respectively. UV spectroscopy showed a band at 261 nm due to the unsaturated bond formed in the sulfonation reaction. Results of FT-IR and 13C NMR indicated that sulfonyl groups were inserted on the polysaccharide. The sulfonated β-(1→6)-d-glucan presented anticoagulant activity as demonstrated by the increase in dose dependence of APTT and TT, and these actions most likely occurred because of the inserted sulfonate groups on the polysaccharide. The lasiodiplodan did not inhibit the coagulation tests. © 2012 Elsevier Ltd. |
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Sulfonation and anticoagulant activity of fungal exocellular β-(1→6)-d-glucan (lasiodiplodan)β-(1→6)-d-GlucanAnticoagulant activityLasiodiplodanLasiodiplodia theobromaeSulfonationAnticoagulant activitiesCoagulation assaysCoagulation testsD-glucanDegree of substitutionDose dependencesMost likelyStructural featureSulfonate groupsSulfonyl groupsUnsaturated bondsCoagulationNuclear magnetic resonance spectroscopySugar (sucrose)Ultraviolet spectroscopyanticoagulant agentantithrombinbeta 1,6 glucanbeta glucanbeta-1,6-glucanheparinsucrosesulfonic acid derivativethrombinwaterAscomycetesblood clotting testchemistrydrug antagonismgrowth, development and aginghumansolubilityAnticoagulantsAntithrombinsAscomycotabeta-GlucansBlood Coagulation TestsHeparinHumansSolubilitySucroseSulfonic AcidsThrombinWaterAn exocellular β-(1→6)-d-glucan (lasiodiplodan) produced by a strain of Lasiodiplodia theobromae (MMLR) grown on sucrose was derivatized by sulfonation to promote anticoagulant activity. The structural features of the sulfonated β-(1→6)-d-glucan were investigated by UV-vis, FT-IR and 13C NMR spectroscopy, and the anticoagulant activity was investigated by the classical coagulation assays APTT, PT and TT using heparin as standard. The content of sulfur and degree of substitution of the sulfonated glucan was 11.73% and 0.95, respectively. UV spectroscopy showed a band at 261 nm due to the unsaturated bond formed in the sulfonation reaction. Results of FT-IR and 13C NMR indicated that sulfonyl groups were inserted on the polysaccharide. The sulfonated β-(1→6)-d-glucan presented anticoagulant activity as demonstrated by the increase in dose dependence of APTT and TT, and these actions most likely occurred because of the inserted sulfonate groups on the polysaccharide. The lasiodiplodan did not inhibit the coagulation tests. © 2012 Elsevier Ltd.Depto de Física, Química e Biologia Universidade Estadual Paulista-UNESP, CEP 19060-900, Presidente Prudente, São PauloBiorefining Research Institute Lakehead University, Thunder Bay, ON P7B 5E1Depto de Bioquímica e Biologia Molecular Universidade Federal Do Paraná, CEP 81531-980, Curitiba, ParanáLaboratório de Tecido Conjuntivo Hospital Universitário Clementino Fraga Filho Universidade Federal Do Rio de Janeiro, CEP 21941-590, Rio de Janeiro, RJDepto de Física, Química e Biologia Universidade Estadual Paulista-UNESP, CEP 19060-900, Presidente Prudente, São PauloUniversidade Estadual Paulista (Unesp)Lakehead UniversityUniversidade Federal do Paraná (UFPR)Universidade Federal do Rio de Janeiro (UFRJ)Vasconcelos, Ana Flora D. [UNESP]Dekker, Robert F.H.Barbosa, Aneli M.Carbonero, Elaine R.Silveira, Joana L.M.Glauser, BiancaPereira, Mariana SáCorradi Da Silva, Maria de Lourdes [UNESP]2014-05-27T11:28:27Z2014-05-27T11:28:27Z2013-02-15info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article1908-1914application/pdfhttp://dx.doi.org/10.1016/j.carbpol.2012.10.034Carbohydrate Polymers, v. 92, n. 2, p. 1908-1914, 2013.0144-8617http://hdl.handle.net/11449/7459610.1016/j.carbpol.2012.10.034WOS:0003156169001222-s2.0-848736065342-s2.0-84873606534.pdfScopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengCarbohydrate Polymers5.1581,428info:eu-repo/semantics/openAccess2024-06-19T12:44:07Zoai:repositorio.unesp.br:11449/74596Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T13:45:44.323125Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Sulfonation and anticoagulant activity of fungal exocellular β-(1→6)-d-glucan (lasiodiplodan) |
title |
Sulfonation and anticoagulant activity of fungal exocellular β-(1→6)-d-glucan (lasiodiplodan) |
spellingShingle |
Sulfonation and anticoagulant activity of fungal exocellular β-(1→6)-d-glucan (lasiodiplodan) Vasconcelos, Ana Flora D. [UNESP] β-(1→6)-d-Glucan Anticoagulant activity Lasiodiplodan Lasiodiplodia theobromae Sulfonation Anticoagulant activities Coagulation assays Coagulation tests D-glucan Degree of substitution Dose dependences Most likely Structural feature Sulfonate groups Sulfonyl groups Unsaturated bonds Coagulation Nuclear magnetic resonance spectroscopy Sugar (sucrose) Ultraviolet spectroscopy anticoagulant agent antithrombin beta 1,6 glucan beta glucan beta-1,6-glucan heparin sucrose sulfonic acid derivative thrombin water Ascomycetes blood clotting test chemistry drug antagonism growth, development and aging human solubility Anticoagulants Antithrombins Ascomycota beta-Glucans Blood Coagulation Tests Heparin Humans Solubility Sucrose Sulfonic Acids Thrombin Water |
title_short |
Sulfonation and anticoagulant activity of fungal exocellular β-(1→6)-d-glucan (lasiodiplodan) |
title_full |
Sulfonation and anticoagulant activity of fungal exocellular β-(1→6)-d-glucan (lasiodiplodan) |
title_fullStr |
Sulfonation and anticoagulant activity of fungal exocellular β-(1→6)-d-glucan (lasiodiplodan) |
title_full_unstemmed |
Sulfonation and anticoagulant activity of fungal exocellular β-(1→6)-d-glucan (lasiodiplodan) |
title_sort |
Sulfonation and anticoagulant activity of fungal exocellular β-(1→6)-d-glucan (lasiodiplodan) |
author |
Vasconcelos, Ana Flora D. [UNESP] |
author_facet |
Vasconcelos, Ana Flora D. [UNESP] Dekker, Robert F.H. Barbosa, Aneli M. Carbonero, Elaine R. Silveira, Joana L.M. Glauser, Bianca Pereira, Mariana Sá Corradi Da Silva, Maria de Lourdes [UNESP] |
author_role |
author |
author2 |
Dekker, Robert F.H. Barbosa, Aneli M. Carbonero, Elaine R. Silveira, Joana L.M. Glauser, Bianca Pereira, Mariana Sá Corradi Da Silva, Maria de Lourdes [UNESP] |
author2_role |
author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (Unesp) Lakehead University Universidade Federal do Paraná (UFPR) Universidade Federal do Rio de Janeiro (UFRJ) |
dc.contributor.author.fl_str_mv |
Vasconcelos, Ana Flora D. [UNESP] Dekker, Robert F.H. Barbosa, Aneli M. Carbonero, Elaine R. Silveira, Joana L.M. Glauser, Bianca Pereira, Mariana Sá Corradi Da Silva, Maria de Lourdes [UNESP] |
dc.subject.por.fl_str_mv |
β-(1→6)-d-Glucan Anticoagulant activity Lasiodiplodan Lasiodiplodia theobromae Sulfonation Anticoagulant activities Coagulation assays Coagulation tests D-glucan Degree of substitution Dose dependences Most likely Structural feature Sulfonate groups Sulfonyl groups Unsaturated bonds Coagulation Nuclear magnetic resonance spectroscopy Sugar (sucrose) Ultraviolet spectroscopy anticoagulant agent antithrombin beta 1,6 glucan beta glucan beta-1,6-glucan heparin sucrose sulfonic acid derivative thrombin water Ascomycetes blood clotting test chemistry drug antagonism growth, development and aging human solubility Anticoagulants Antithrombins Ascomycota beta-Glucans Blood Coagulation Tests Heparin Humans Solubility Sucrose Sulfonic Acids Thrombin Water |
topic |
β-(1→6)-d-Glucan Anticoagulant activity Lasiodiplodan Lasiodiplodia theobromae Sulfonation Anticoagulant activities Coagulation assays Coagulation tests D-glucan Degree of substitution Dose dependences Most likely Structural feature Sulfonate groups Sulfonyl groups Unsaturated bonds Coagulation Nuclear magnetic resonance spectroscopy Sugar (sucrose) Ultraviolet spectroscopy anticoagulant agent antithrombin beta 1,6 glucan beta glucan beta-1,6-glucan heparin sucrose sulfonic acid derivative thrombin water Ascomycetes blood clotting test chemistry drug antagonism growth, development and aging human solubility Anticoagulants Antithrombins Ascomycota beta-Glucans Blood Coagulation Tests Heparin Humans Solubility Sucrose Sulfonic Acids Thrombin Water |
description |
An exocellular β-(1→6)-d-glucan (lasiodiplodan) produced by a strain of Lasiodiplodia theobromae (MMLR) grown on sucrose was derivatized by sulfonation to promote anticoagulant activity. The structural features of the sulfonated β-(1→6)-d-glucan were investigated by UV-vis, FT-IR and 13C NMR spectroscopy, and the anticoagulant activity was investigated by the classical coagulation assays APTT, PT and TT using heparin as standard. The content of sulfur and degree of substitution of the sulfonated glucan was 11.73% and 0.95, respectively. UV spectroscopy showed a band at 261 nm due to the unsaturated bond formed in the sulfonation reaction. Results of FT-IR and 13C NMR indicated that sulfonyl groups were inserted on the polysaccharide. The sulfonated β-(1→6)-d-glucan presented anticoagulant activity as demonstrated by the increase in dose dependence of APTT and TT, and these actions most likely occurred because of the inserted sulfonate groups on the polysaccharide. The lasiodiplodan did not inhibit the coagulation tests. © 2012 Elsevier Ltd. |
publishDate |
2013 |
dc.date.none.fl_str_mv |
2013-02-15 2014-05-27T11:28:27Z 2014-05-27T11:28:27Z |
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.uri.fl_str_mv |
http://dx.doi.org/10.1016/j.carbpol.2012.10.034 Carbohydrate Polymers, v. 92, n. 2, p. 1908-1914, 2013. 0144-8617 http://hdl.handle.net/11449/74596 10.1016/j.carbpol.2012.10.034 WOS:000315616900122 2-s2.0-84873606534 2-s2.0-84873606534.pdf |
url |
http://dx.doi.org/10.1016/j.carbpol.2012.10.034 http://hdl.handle.net/11449/74596 |
identifier_str_mv |
Carbohydrate Polymers, v. 92, n. 2, p. 1908-1914, 2013. 0144-8617 10.1016/j.carbpol.2012.10.034 WOS:000315616900122 2-s2.0-84873606534 2-s2.0-84873606534.pdf |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Carbohydrate Polymers 5.158 1,428 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
1908-1914 application/pdf |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1808128273037656064 |