Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilities

Autores
Vanden Braber, Noelia Luciana; Diaz Vergara, Ladislao Ivan; Moran Vieyra, Faustino Eduardo; Borsarelli, Claudio Darío; Yossen, Mariana Matilde; Vega, Jorge Ruben; Correa, Silvia Graciela; Montenegro, Mariana Angélica
Año de publicación
2017
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
New water-soluble chitosan derivatives (WSCh) were obtained by Maillard reaction (MR) between glucosamine (GA) with both low and medium molecular weight chitosans (Ch). The WSCh showed larger solubility than the respective Ch, while their deacetylation degree (DD) decreased by approximately 12%. Infrared spectroscopy experiments of WSCh confirmed the formation of imine bonds after MR with intensified pyranose structure, and sugar molecules as polymer branches. However, a 6-times reduction of the molecular weight of WSCh was measured, indicating the breakdown of the polysaccharide chain during the MR. The polysaccharides quenched singlet molecular oxygen (1O2), with rate quenching constants correlating with the DD value of the samples, suggesting the important role of amino groups (−NH2) in the deactivation of 1O2. Additionally, all polysaccharides presented antimicrobial activity against pathogenic bacteria, e.g. Staphylococcus aureus, Escherichia coli, Salmonella sp., Enterococcus faecalis and Listeria ivanovii, as tested by their minimum inhibitory concentration (MIC). This way we obtained new water-soluble polysaccharides, with similar functional properties to those presented by native Ch, enhancing its potential application as carrier material for bioactive compounds.
Fil: Vanden Braber, Noelia Luciana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones y Transferencia de Villa Maria. Universidad Nacional de Villa Maria. Centro de Investigaciones y Transferencia de Villa Maria; Argentina
Fil: Diaz Vergara, Ladislao Ivan. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones y Transferencia de Villa Maria. Universidad Nacional de Villa Maria. Centro de Investigaciones y Transferencia de Villa Maria; Argentina
Fil: Moran Vieyra, Faustino Eduardo. Universidad Nacional de Santiago del Estero. Instituto de Bionanotecnología del Noa. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Bionanotecnología del Noa; Argentina
Fil: Borsarelli, Claudio Darío. Universidad Nacional de Santiago del Estero. Instituto de Bionanotecnología del Noa. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Bionanotecnología del Noa; Argentina
Fil: Yossen, Mariana Matilde. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; Argentina
Fil: Vega, Jorge Ruben. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; Argentina
Fil: Correa, Silvia Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Centro de Investigaciones En Bioquímica Clínica E Inmunología; Argentina
Fil: Montenegro, Mariana Angélica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones y Transferencia de Villa Maria. Universidad Nacional de Villa Maria. Centro de Investigaciones y Transferencia de Villa Maria; Argentina
Materia
WATER-SOLUBLE CHITOSANS
SINGLET OXYGEN QUENCHING
ANTIMICROBIAL ACTIVITY
Nivel de accesibilidad
acceso embargado
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/23948
Acceder
id CONICETDig_da13fc6023a1a3c0e88cb072abf2ce90
oai_identifier_str oai:ri.conicet.gov.ar:11336/23948
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilitiesVanden Braber, Noelia LucianaDiaz Vergara, Ladislao IvanMoran Vieyra, Faustino EduardoBorsarelli, Claudio DaríoYossen, Mariana MatildeVega, Jorge RubenCorrea, Silvia GracielaMontenegro, Mariana AngélicaWATER-SOLUBLE CHITOSANSSINGLET OXYGEN QUENCHINGANTIMICROBIAL ACTIVITYhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1https://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1New water-soluble chitosan derivatives (WSCh) were obtained by Maillard reaction (MR) between glucosamine (GA) with both low and medium molecular weight chitosans (Ch). The WSCh showed larger solubility than the respective Ch, while their deacetylation degree (DD) decreased by approximately 12%. Infrared spectroscopy experiments of WSCh confirmed the formation of imine bonds after MR with intensified pyranose structure, and sugar molecules as polymer branches. However, a 6-times reduction of the molecular weight of WSCh was measured, indicating the breakdown of the polysaccharide chain during the MR. The polysaccharides quenched singlet molecular oxygen (1O2), with rate quenching constants correlating with the DD value of the samples, suggesting the important role of amino groups (−NH2) in the deactivation of 1O2. Additionally, all polysaccharides presented antimicrobial activity against pathogenic bacteria, e.g. Staphylococcus aureus, Escherichia coli, Salmonella sp., Enterococcus faecalis and Listeria ivanovii, as tested by their minimum inhibitory concentration (MIC). This way we obtained new water-soluble polysaccharides, with similar functional properties to those presented by native Ch, enhancing its potential application as carrier material for bioactive compounds.Fil: Vanden Braber, Noelia Luciana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones y Transferencia de Villa Maria. Universidad Nacional de Villa Maria. Centro de Investigaciones y Transferencia de Villa Maria; ArgentinaFil: Diaz Vergara, Ladislao Ivan. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones y Transferencia de Villa Maria. Universidad Nacional de Villa Maria. Centro de Investigaciones y Transferencia de Villa Maria; ArgentinaFil: Moran Vieyra, Faustino Eduardo. Universidad Nacional de Santiago del Estero. Instituto de Bionanotecnología del Noa. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Bionanotecnología del Noa; ArgentinaFil: Borsarelli, Claudio Darío. Universidad Nacional de Santiago del Estero. Instituto de Bionanotecnología del Noa. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Bionanotecnología del Noa; ArgentinaFil: Yossen, Mariana Matilde. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; ArgentinaFil: Vega, Jorge Ruben. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; ArgentinaFil: Correa, Silvia Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Centro de Investigaciones En Bioquímica Clínica E Inmunología; ArgentinaFil: Montenegro, Mariana Angélica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones y Transferencia de Villa Maria. Universidad Nacional de Villa Maria. Centro de Investigaciones y Transferencia de Villa Maria; ArgentinaElsevier Science2017-04info:eu-repo/date/embargoEnd/2018-05-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/23948Vanden Braber, Noelia Luciana; Diaz Vergara, Ladislao Ivan; Moran Vieyra, Faustino Eduardo; Borsarelli, Claudio Darío; Yossen, Mariana Matilde; et al.; Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilities; Elsevier Science; International Journal of Biological Macromolecules; 102; 4-2017; 200-2070141-8130CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.ijbiomac.2017.04.028info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0141813016321493info:eu-repo/semantics/embargoedAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:09:19Zoai:ri.conicet.gov.ar:11336/23948instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 10:09:20.122CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilities
title Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilities
spellingShingle Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilities
Vanden Braber, Noelia Luciana
WATER-SOLUBLE CHITOSANS
SINGLET OXYGEN QUENCHING
ANTIMICROBIAL ACTIVITY
title_short Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilities
title_full Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilities
title_fullStr Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilities
title_full_unstemmed Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilities
title_sort Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilities
dc.creator.none.fl_str_mv Vanden Braber, Noelia Luciana
Diaz Vergara, Ladislao Ivan
Moran Vieyra, Faustino Eduardo
Borsarelli, Claudio Darío
Yossen, Mariana Matilde
Vega, Jorge Ruben
Correa, Silvia Graciela
Montenegro, Mariana Angélica
author Vanden Braber, Noelia Luciana
author_facet Vanden Braber, Noelia Luciana
Diaz Vergara, Ladislao Ivan
Moran Vieyra, Faustino Eduardo
Borsarelli, Claudio Darío
Yossen, Mariana Matilde
Vega, Jorge Ruben
Correa, Silvia Graciela
Montenegro, Mariana Angélica
author_role author
author2 Diaz Vergara, Ladislao Ivan
Moran Vieyra, Faustino Eduardo
Borsarelli, Claudio Darío
Yossen, Mariana Matilde
Vega, Jorge Ruben
Correa, Silvia Graciela
Montenegro, Mariana Angélica
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv WATER-SOLUBLE CHITOSANS
SINGLET OXYGEN QUENCHING
ANTIMICROBIAL ACTIVITY
topic WATER-SOLUBLE CHITOSANS
SINGLET OXYGEN QUENCHING
ANTIMICROBIAL ACTIVITY
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv New water-soluble chitosan derivatives (WSCh) were obtained by Maillard reaction (MR) between glucosamine (GA) with both low and medium molecular weight chitosans (Ch). The WSCh showed larger solubility than the respective Ch, while their deacetylation degree (DD) decreased by approximately 12%. Infrared spectroscopy experiments of WSCh confirmed the formation of imine bonds after MR with intensified pyranose structure, and sugar molecules as polymer branches. However, a 6-times reduction of the molecular weight of WSCh was measured, indicating the breakdown of the polysaccharide chain during the MR. The polysaccharides quenched singlet molecular oxygen (1O2), with rate quenching constants correlating with the DD value of the samples, suggesting the important role of amino groups (−NH2) in the deactivation of 1O2. Additionally, all polysaccharides presented antimicrobial activity against pathogenic bacteria, e.g. Staphylococcus aureus, Escherichia coli, Salmonella sp., Enterococcus faecalis and Listeria ivanovii, as tested by their minimum inhibitory concentration (MIC). This way we obtained new water-soluble polysaccharides, with similar functional properties to those presented by native Ch, enhancing its potential application as carrier material for bioactive compounds.
Fil: Vanden Braber, Noelia Luciana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones y Transferencia de Villa Maria. Universidad Nacional de Villa Maria. Centro de Investigaciones y Transferencia de Villa Maria; Argentina
Fil: Diaz Vergara, Ladislao Ivan. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones y Transferencia de Villa Maria. Universidad Nacional de Villa Maria. Centro de Investigaciones y Transferencia de Villa Maria; Argentina
Fil: Moran Vieyra, Faustino Eduardo. Universidad Nacional de Santiago del Estero. Instituto de Bionanotecnología del Noa. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Bionanotecnología del Noa; Argentina
Fil: Borsarelli, Claudio Darío. Universidad Nacional de Santiago del Estero. Instituto de Bionanotecnología del Noa. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Bionanotecnología del Noa; Argentina
Fil: Yossen, Mariana Matilde. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; Argentina
Fil: Vega, Jorge Ruben. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química. Universidad Nacional del Litoral. Instituto de Desarrollo Tecnológico para la Industria Química; Argentina
Fil: Correa, Silvia Graciela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Centro de Investigaciones En Bioquímica Clínica E Inmunología; Argentina
Fil: Montenegro, Mariana Angélica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Centro de Investigaciones y Transferencia de Villa Maria. Universidad Nacional de Villa Maria. Centro de Investigaciones y Transferencia de Villa Maria; Argentina
description New water-soluble chitosan derivatives (WSCh) were obtained by Maillard reaction (MR) between glucosamine (GA) with both low and medium molecular weight chitosans (Ch). The WSCh showed larger solubility than the respective Ch, while their deacetylation degree (DD) decreased by approximately 12%. Infrared spectroscopy experiments of WSCh confirmed the formation of imine bonds after MR with intensified pyranose structure, and sugar molecules as polymer branches. However, a 6-times reduction of the molecular weight of WSCh was measured, indicating the breakdown of the polysaccharide chain during the MR. The polysaccharides quenched singlet molecular oxygen (1O2), with rate quenching constants correlating with the DD value of the samples, suggesting the important role of amino groups (−NH2) in the deactivation of 1O2. Additionally, all polysaccharides presented antimicrobial activity against pathogenic bacteria, e.g. Staphylococcus aureus, Escherichia coli, Salmonella sp., Enterococcus faecalis and Listeria ivanovii, as tested by their minimum inhibitory concentration (MIC). This way we obtained new water-soluble polysaccharides, with similar functional properties to those presented by native Ch, enhancing its potential application as carrier material for bioactive compounds.
publishDate 2017
dc.date.none.fl_str_mv 2017-04
info:eu-repo/date/embargoEnd/2018-05-01
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/23948
Vanden Braber, Noelia Luciana; Diaz Vergara, Ladislao Ivan; Moran Vieyra, Faustino Eduardo; Borsarelli, Claudio Darío; Yossen, Mariana Matilde; et al.; Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilities; Elsevier Science; International Journal of Biological Macromolecules; 102; 4-2017; 200-207
0141-8130
CONICET Digital
CONICET
url http://hdl.handle.net/11336/23948
identifier_str_mv Vanden Braber, Noelia Luciana; Diaz Vergara, Ladislao Ivan; Moran Vieyra, Faustino Eduardo; Borsarelli, Claudio Darío; Yossen, Mariana Matilde; et al.; Physicochemical characterization of water-soluble chitosan derivatives with singlet oxygen quenching and antibacterial capabilities; Elsevier Science; International Journal of Biological Macromolecules; 102; 4-2017; 200-207
0141-8130
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.ijbiomac.2017.04.028
info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0141813016321493
dc.rights.none.fl_str_mv info:eu-repo/semantics/embargoedAccess
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eu_rights_str_mv embargoedAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
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dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
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repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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