“Click” synthesis of amphiphilic carbohydrate-alkyl triazole derivatives

Autores
Contin, Mario Daniel; Bravi Costantino, Maria Leticia; D'accorso, Norma Beatriz
Año de publicación
2022
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
1,4-disubstituted 1H-1,2,3-triazole with a hydrophobic and hydrophilic moiety were synthesized by using Cu(I) catalyzed alkyne-azide 1,3-dipolar cycloaddition reaction. The hydrophilic moiety was D-galactopiranosyl or L-galactitoyl while an alkyl chain of eight to sixteen carbons corresponds to the hydrophobic portion. All compounds were characterized by NMR and mass spectrometry. Partition coefficient was experimentally determinate by HPLC ranging from 0.7 to 4.5. Compounds with the lowest partition coefficient showed self-aggregation in water leading to supramolecular structure, with size ranging from 108 to 588 nm.
Fil: Contin, Mario Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; Argentina
Fil: Bravi Costantino, Maria Leticia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: D'accorso, Norma Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; Argentina
Materia
AMPHIPHILE
CARBOHYDRATES
CLICK CHEMISTRY
LOG P
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:11336/209953
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling “Click” synthesis of amphiphilic carbohydrate-alkyl triazole derivativesContin, Mario DanielBravi Costantino, Maria LeticiaD'accorso, Norma BeatrizAMPHIPHILECARBOHYDRATESCLICK CHEMISTRYLOG Phttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/11,4-disubstituted 1H-1,2,3-triazole with a hydrophobic and hydrophilic moiety were synthesized by using Cu(I) catalyzed alkyne-azide 1,3-dipolar cycloaddition reaction. The hydrophilic moiety was D-galactopiranosyl or L-galactitoyl while an alkyl chain of eight to sixteen carbons corresponds to the hydrophobic portion. All compounds were characterized by NMR and mass spectrometry. Partition coefficient was experimentally determinate by HPLC ranging from 0.7 to 4.5. Compounds with the lowest partition coefficient showed self-aggregation in water leading to supramolecular structure, with size ranging from 108 to 588 nm.Fil: Contin, Mario Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; ArgentinaFil: Bravi Costantino, Maria Leticia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; ArgentinaFil: D'accorso, Norma Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; ArgentinaElsevier2022-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/209953Contin, Mario Daniel; Bravi Costantino, Maria Leticia; D'accorso, Norma Beatriz; “Click” synthesis of amphiphilic carbohydrate-alkyl triazole derivatives; Elsevier; Results in Chemistry; 4; 1-2022; 1-32211-7156CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://linkinghub.elsevier.com/retrieve/pii/S2211715622002776info:eu-repo/semantics/altIdentifier/doi/10.1016/j.rechem.2022.100558info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:04:17Zoai:ri.conicet.gov.ar:11336/209953instacron: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 10:04:17.222CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv “Click” synthesis of amphiphilic carbohydrate-alkyl triazole derivatives
title “Click” synthesis of amphiphilic carbohydrate-alkyl triazole derivatives
spellingShingle “Click” synthesis of amphiphilic carbohydrate-alkyl triazole derivatives
Contin, Mario Daniel
AMPHIPHILE
CARBOHYDRATES
CLICK CHEMISTRY
LOG P
title_short “Click” synthesis of amphiphilic carbohydrate-alkyl triazole derivatives
title_full “Click” synthesis of amphiphilic carbohydrate-alkyl triazole derivatives
title_fullStr “Click” synthesis of amphiphilic carbohydrate-alkyl triazole derivatives
title_full_unstemmed “Click” synthesis of amphiphilic carbohydrate-alkyl triazole derivatives
title_sort “Click” synthesis of amphiphilic carbohydrate-alkyl triazole derivatives
dc.creator.none.fl_str_mv Contin, Mario Daniel
Bravi Costantino, Maria Leticia
D'accorso, Norma Beatriz
author Contin, Mario Daniel
author_facet Contin, Mario Daniel
Bravi Costantino, Maria Leticia
D'accorso, Norma Beatriz
author_role author
author2 Bravi Costantino, Maria Leticia
D'accorso, Norma Beatriz
author2_role author
author
dc.subject.none.fl_str_mv AMPHIPHILE
CARBOHYDRATES
CLICK CHEMISTRY
LOG P
topic AMPHIPHILE
CARBOHYDRATES
CLICK CHEMISTRY
LOG P
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv 1,4-disubstituted 1H-1,2,3-triazole with a hydrophobic and hydrophilic moiety were synthesized by using Cu(I) catalyzed alkyne-azide 1,3-dipolar cycloaddition reaction. The hydrophilic moiety was D-galactopiranosyl or L-galactitoyl while an alkyl chain of eight to sixteen carbons corresponds to the hydrophobic portion. All compounds were characterized by NMR and mass spectrometry. Partition coefficient was experimentally determinate by HPLC ranging from 0.7 to 4.5. Compounds with the lowest partition coefficient showed self-aggregation in water leading to supramolecular structure, with size ranging from 108 to 588 nm.
Fil: Contin, Mario Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; Argentina
Fil: Bravi Costantino, Maria Leticia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: D'accorso, Norma Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Centro de Investigaciones en Hidratos de Carbono; Argentina
description 1,4-disubstituted 1H-1,2,3-triazole with a hydrophobic and hydrophilic moiety were synthesized by using Cu(I) catalyzed alkyne-azide 1,3-dipolar cycloaddition reaction. The hydrophilic moiety was D-galactopiranosyl or L-galactitoyl while an alkyl chain of eight to sixteen carbons corresponds to the hydrophobic portion. All compounds were characterized by NMR and mass spectrometry. Partition coefficient was experimentally determinate by HPLC ranging from 0.7 to 4.5. Compounds with the lowest partition coefficient showed self-aggregation in water leading to supramolecular structure, with size ranging from 108 to 588 nm.
publishDate 2022
dc.date.none.fl_str_mv 2022-01
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/11336/209953
Contin, Mario Daniel; Bravi Costantino, Maria Leticia; D'accorso, Norma Beatriz; “Click” synthesis of amphiphilic carbohydrate-alkyl triazole derivatives; Elsevier; Results in Chemistry; 4; 1-2022; 1-3
2211-7156
CONICET Digital
CONICET
url http://hdl.handle.net/11336/209953
identifier_str_mv Contin, Mario Daniel; Bravi Costantino, Maria Leticia; D'accorso, Norma Beatriz; “Click” synthesis of amphiphilic carbohydrate-alkyl triazole derivatives; Elsevier; Results in Chemistry; 4; 1-2022; 1-3
2211-7156
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://linkinghub.elsevier.com/retrieve/pii/S2211715622002776
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.rechem.2022.100558
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
publisher.none.fl_str_mv Elsevier
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
_version_ 1842269848300683264
score 13.13397

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