Tunable temperature responsive liquid chromatography through thiolactone-based immobilization of poly(N-isopropylacrylamide)

Autores
Satti, Angel Jose; Espeel, Pieter; Martens, Steven; Van Hoeylandt, Tim; Du Prez, Filip E.; Lynen, Frederic
Año de publicación
2015
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
A straightforward and efficient functionalization of aminopropylsilica with polymeric structures is described for the development of temperature responsive stationary phases applicable in purely aqueous liquid chromatography. The immobilization of the thermoresponsive polymers involves a thiolactone-based ring opening using the primary amines in aminopropylsilica, with a simultaneous one-pot, thiol-ene functionalization with an acrylate of choice. This mild, straightforward and modular grafting process results in high polymer coupling yields. By variation of the acrylate for the thiol-ene reaction, different stationary phases can be readily obtained. Two stationary phases as a result of the modular modification of aminopropylsilica were evaluated with test mixtures of hydrophobic analytes and a mixture of di- and tripeptides. Analyses using the 5 μm material packed in 10 cm x 4.6 mm columns revealed high hydrophobic retention, which proved adaptable as a function of the temperature in aqueous mobile phases. High versus low retention were obtained at temperatures above and below the lower critical solution temperature of the polymer, respectively. Moreover, the columns depict potential for diastereoisomeric peptide separation. Finally, the lower retention, observed when using PEGylated silica, illustrates the potential of the approach for modular stationary phase tuning.
Fil: Satti, Angel Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Bahía Blanca. Planta Piloto de Ingeniería Química (i); Argentina. University Of Ghent; Bélgica
Fil: Espeel, Pieter. University Of Ghent; Bélgica
Fil: Martens, Steven. University Of Ghent; Bélgica
Fil: Van Hoeylandt, Tim. University Of Ghent; Bélgica
Fil: Du Prez, Filip E.. University Of Ghent; Bélgica
Fil: Lynen, Frederic. University Of Ghent; Bélgica
Materia
Hplc
Thiol-Ene Conjugation
Thiolactone
Poly(N-Isopropylacrylamide)
Purely Aqueous
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/4654

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network_name_str CONICET Digital (CONICET)
spelling Tunable temperature responsive liquid chromatography through thiolactone-based immobilization of poly(N-isopropylacrylamide)Satti, Angel JoseEspeel, PieterMartens, StevenVan Hoeylandt, TimDu Prez, Filip E.Lynen, FredericHplcThiol-Ene ConjugationThiolactonePoly(N-Isopropylacrylamide)Purely Aqueoushttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1https://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1A straightforward and efficient functionalization of aminopropylsilica with polymeric structures is described for the development of temperature responsive stationary phases applicable in purely aqueous liquid chromatography. The immobilization of the thermoresponsive polymers involves a thiolactone-based ring opening using the primary amines in aminopropylsilica, with a simultaneous one-pot, thiol-ene functionalization with an acrylate of choice. This mild, straightforward and modular grafting process results in high polymer coupling yields. By variation of the acrylate for the thiol-ene reaction, different stationary phases can be readily obtained. Two stationary phases as a result of the modular modification of aminopropylsilica were evaluated with test mixtures of hydrophobic analytes and a mixture of di- and tripeptides. Analyses using the 5 μm material packed in 10 cm x 4.6 mm columns revealed high hydrophobic retention, which proved adaptable as a function of the temperature in aqueous mobile phases. High versus low retention were obtained at temperatures above and below the lower critical solution temperature of the polymer, respectively. Moreover, the columns depict potential for diastereoisomeric peptide separation. Finally, the lower retention, observed when using PEGylated silica, illustrates the potential of the approach for modular stationary phase tuning.Fil: Satti, Angel Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Bahía Blanca. Planta Piloto de Ingeniería Química (i); Argentina. University Of Ghent; BélgicaFil: Espeel, Pieter. University Of Ghent; BélgicaFil: Martens, Steven. University Of Ghent; BélgicaFil: Van Hoeylandt, Tim. University Of Ghent; BélgicaFil: Du Prez, Filip E.. University Of Ghent; BélgicaFil: Lynen, Frederic. University Of Ghent; BélgicaElsevier Science2015-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/4654Satti, Angel Jose; Espeel, Pieter; Martens, Steven; Van Hoeylandt, Tim; Du Prez, Filip E.; et al.; Tunable temperature responsive liquid chromatography through thiolactone-based immobilization of poly(N-isopropylacrylamide); Elsevier Science; Journal Of Chromatography - A; 1426; 11-2015; 126-1320021-9673enginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S002196731501691Xinfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.chroma.2015.11.063info:eu-repo/semantics/altIdentifier/issn/0021-9673info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:44:36Zoai:ri.conicet.gov.ar:11336/4654instacron: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:34982025-09-29 10:44:36.556CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Tunable temperature responsive liquid chromatography through thiolactone-based immobilization of poly(N-isopropylacrylamide)
title Tunable temperature responsive liquid chromatography through thiolactone-based immobilization of poly(N-isopropylacrylamide)
spellingShingle Tunable temperature responsive liquid chromatography through thiolactone-based immobilization of poly(N-isopropylacrylamide)
Satti, Angel Jose
Hplc
Thiol-Ene Conjugation
Thiolactone
Poly(N-Isopropylacrylamide)
Purely Aqueous
title_short Tunable temperature responsive liquid chromatography through thiolactone-based immobilization of poly(N-isopropylacrylamide)
title_full Tunable temperature responsive liquid chromatography through thiolactone-based immobilization of poly(N-isopropylacrylamide)
title_fullStr Tunable temperature responsive liquid chromatography through thiolactone-based immobilization of poly(N-isopropylacrylamide)
title_full_unstemmed Tunable temperature responsive liquid chromatography through thiolactone-based immobilization of poly(N-isopropylacrylamide)
title_sort Tunable temperature responsive liquid chromatography through thiolactone-based immobilization of poly(N-isopropylacrylamide)
dc.creator.none.fl_str_mv Satti, Angel Jose
Espeel, Pieter
Martens, Steven
Van Hoeylandt, Tim
Du Prez, Filip E.
Lynen, Frederic
author Satti, Angel Jose
author_facet Satti, Angel Jose
Espeel, Pieter
Martens, Steven
Van Hoeylandt, Tim
Du Prez, Filip E.
Lynen, Frederic
author_role author
author2 Espeel, Pieter
Martens, Steven
Van Hoeylandt, Tim
Du Prez, Filip E.
Lynen, Frederic
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Hplc
Thiol-Ene Conjugation
Thiolactone
Poly(N-Isopropylacrylamide)
Purely Aqueous
topic Hplc
Thiol-Ene Conjugation
Thiolactone
Poly(N-Isopropylacrylamide)
Purely Aqueous
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv A straightforward and efficient functionalization of aminopropylsilica with polymeric structures is described for the development of temperature responsive stationary phases applicable in purely aqueous liquid chromatography. The immobilization of the thermoresponsive polymers involves a thiolactone-based ring opening using the primary amines in aminopropylsilica, with a simultaneous one-pot, thiol-ene functionalization with an acrylate of choice. This mild, straightforward and modular grafting process results in high polymer coupling yields. By variation of the acrylate for the thiol-ene reaction, different stationary phases can be readily obtained. Two stationary phases as a result of the modular modification of aminopropylsilica were evaluated with test mixtures of hydrophobic analytes and a mixture of di- and tripeptides. Analyses using the 5 μm material packed in 10 cm x 4.6 mm columns revealed high hydrophobic retention, which proved adaptable as a function of the temperature in aqueous mobile phases. High versus low retention were obtained at temperatures above and below the lower critical solution temperature of the polymer, respectively. Moreover, the columns depict potential for diastereoisomeric peptide separation. Finally, the lower retention, observed when using PEGylated silica, illustrates the potential of the approach for modular stationary phase tuning.
Fil: Satti, Angel Jose. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Bahía Blanca. Planta Piloto de Ingeniería Química (i); Argentina. University Of Ghent; Bélgica
Fil: Espeel, Pieter. University Of Ghent; Bélgica
Fil: Martens, Steven. University Of Ghent; Bélgica
Fil: Van Hoeylandt, Tim. University Of Ghent; Bélgica
Fil: Du Prez, Filip E.. University Of Ghent; Bélgica
Fil: Lynen, Frederic. University Of Ghent; Bélgica
description A straightforward and efficient functionalization of aminopropylsilica with polymeric structures is described for the development of temperature responsive stationary phases applicable in purely aqueous liquid chromatography. The immobilization of the thermoresponsive polymers involves a thiolactone-based ring opening using the primary amines in aminopropylsilica, with a simultaneous one-pot, thiol-ene functionalization with an acrylate of choice. This mild, straightforward and modular grafting process results in high polymer coupling yields. By variation of the acrylate for the thiol-ene reaction, different stationary phases can be readily obtained. Two stationary phases as a result of the modular modification of aminopropylsilica were evaluated with test mixtures of hydrophobic analytes and a mixture of di- and tripeptides. Analyses using the 5 μm material packed in 10 cm x 4.6 mm columns revealed high hydrophobic retention, which proved adaptable as a function of the temperature in aqueous mobile phases. High versus low retention were obtained at temperatures above and below the lower critical solution temperature of the polymer, respectively. Moreover, the columns depict potential for diastereoisomeric peptide separation. Finally, the lower retention, observed when using PEGylated silica, illustrates the potential of the approach for modular stationary phase tuning.
publishDate 2015
dc.date.none.fl_str_mv 2015-11
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/11336/4654
Satti, Angel Jose; Espeel, Pieter; Martens, Steven; Van Hoeylandt, Tim; Du Prez, Filip E.; et al.; Tunable temperature responsive liquid chromatography through thiolactone-based immobilization of poly(N-isopropylacrylamide); Elsevier Science; Journal Of Chromatography - A; 1426; 11-2015; 126-132
0021-9673
url http://hdl.handle.net/11336/4654
identifier_str_mv Satti, Angel Jose; Espeel, Pieter; Martens, Steven; Van Hoeylandt, Tim; Du Prez, Filip E.; et al.; Tunable temperature responsive liquid chromatography through thiolactone-based immobilization of poly(N-isopropylacrylamide); Elsevier Science; Journal Of Chromatography - A; 1426; 11-2015; 126-132
0021-9673
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S002196731501691X
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.chroma.2015.11.063
info:eu-repo/semantics/altIdentifier/issn/0021-9673
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
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)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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