Sulfonation and anticoagulant activity of fungal exocellular β-(1→6)-d-glucan (lasiodiplodan)

Detalhes bibliográficos
Autor(a) principal: Vasconcelos, Ana Flora D. [UNESP]
Data de Publicação: 2013
Outros Autores: 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]
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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spelling 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
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