Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides

Autores
Baldoni, Luciana; Marino, María Carla
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
With the aim to develop synthetic tools for the characterization of galactofuranosyltransferases, the synthesis of 9-decenyl glycosides of D-Manp, D-Galf and beta-D-Galf-(1,3)-D-Manp was targeted. The interest in the alkenyl aglycone arises from its potential conjugation reactions, once the terminal double bond has been conveniently functionalized. The glycosylation of beta-D-Galf-(1,3)-D-Manp was attempted by two different approaches: the trichloroacetimidate method and the glycosylation via the glycosyl iodide. The conditions for the latter were established on the basis of glycosylation assays of per-Oacetylmannose.On the other hand, the study of glycosylation reactions via per-O-bezoylated galactofuranosyl iodide confirms the versatility of glycosyl iodides as donors.
Fil: Baldoni, Luciana. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Marino, María Carla. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Materia
Galactofuranosyl Iodides
Mannopyranosyl Iodide
Per-O-Benzoylated-Galactofuranosyl Iodide
Per-O-Tert-Butyldimethylsilyl-B-D
Galactofuranose
Galactofuranosyl Transferases
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:11336/2105
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/2105
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodidesBaldoni, LucianaMarino, María CarlaGalactofuranosyl IodidesMannopyranosyl IodidePer-O-Benzoylated-Galactofuranosyl IodidePer-O-Tert-Butyldimethylsilyl-B-DGalactofuranoseGalactofuranosyl Transferaseshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1With the aim to develop synthetic tools for the characterization of galactofuranosyltransferases, the synthesis of 9-decenyl glycosides of D-Manp, D-Galf and beta-D-Galf-(1,3)-D-Manp was targeted. The interest in the alkenyl aglycone arises from its potential conjugation reactions, once the terminal double bond has been conveniently functionalized. The glycosylation of beta-D-Galf-(1,3)-D-Manp was attempted by two different approaches: the trichloroacetimidate method and the glycosylation via the glycosyl iodide. The conditions for the latter were established on the basis of glycosylation assays of per-Oacetylmannose.On the other hand, the study of glycosylation reactions via per-O-bezoylated galactofuranosyl iodide confirms the versatility of glycosyl iodides as donors.Fil: Baldoni, Luciana. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; ArgentinaFil: Marino, María Carla. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; ArgentinaElsevier2013-06-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/2105Baldoni, Luciana; Marino, María Carla; Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides; Elsevier; Carbohydrate Research; 374; 7-6-2013; 75-810008-6215enginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0008621513001286info:eu-repo/semantics/altIdentifier/doi/10.1016/j.carres.2013.03.032info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-15T15:14:53Zoai:ri.conicet.gov.ar:11336/2105instacron: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:34982025-10-15 15:14:53.874CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides
title Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides
spellingShingle Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides
Baldoni, Luciana
Galactofuranosyl Iodides
Mannopyranosyl Iodide
Per-O-Benzoylated-Galactofuranosyl Iodide
Per-O-Tert-Butyldimethylsilyl-B-D
Galactofuranose
Galactofuranosyl Transferases
title_short Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides
title_full Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides
title_fullStr Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides
title_full_unstemmed Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides
title_sort Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides
dc.creator.none.fl_str_mv Baldoni, Luciana
Marino, María Carla
author Baldoni, Luciana
author_facet Baldoni, Luciana
Marino, María Carla
author_role author
author2 Marino, María Carla
author2_role author
dc.subject.none.fl_str_mv Galactofuranosyl Iodides
Mannopyranosyl Iodide
Per-O-Benzoylated-Galactofuranosyl Iodide
Per-O-Tert-Butyldimethylsilyl-B-D
Galactofuranose
Galactofuranosyl Transferases
topic Galactofuranosyl Iodides
Mannopyranosyl Iodide
Per-O-Benzoylated-Galactofuranosyl Iodide
Per-O-Tert-Butyldimethylsilyl-B-D
Galactofuranose
Galactofuranosyl Transferases
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv With the aim to develop synthetic tools for the characterization of galactofuranosyltransferases, the synthesis of 9-decenyl glycosides of D-Manp, D-Galf and beta-D-Galf-(1,3)-D-Manp was targeted. The interest in the alkenyl aglycone arises from its potential conjugation reactions, once the terminal double bond has been conveniently functionalized. The glycosylation of beta-D-Galf-(1,3)-D-Manp was attempted by two different approaches: the trichloroacetimidate method and the glycosylation via the glycosyl iodide. The conditions for the latter were established on the basis of glycosylation assays of per-Oacetylmannose.On the other hand, the study of glycosylation reactions via per-O-bezoylated galactofuranosyl iodide confirms the versatility of glycosyl iodides as donors.
Fil: Baldoni, Luciana. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Fil: Marino, María Carla. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
description With the aim to develop synthetic tools for the characterization of galactofuranosyltransferases, the synthesis of 9-decenyl glycosides of D-Manp, D-Galf and beta-D-Galf-(1,3)-D-Manp was targeted. The interest in the alkenyl aglycone arises from its potential conjugation reactions, once the terminal double bond has been conveniently functionalized. The glycosylation of beta-D-Galf-(1,3)-D-Manp was attempted by two different approaches: the trichloroacetimidate method and the glycosylation via the glycosyl iodide. The conditions for the latter were established on the basis of glycosylation assays of per-Oacetylmannose.On the other hand, the study of glycosylation reactions via per-O-bezoylated galactofuranosyl iodide confirms the versatility of glycosyl iodides as donors.
publishDate 2013
dc.date.none.fl_str_mv 2013-06-07
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/11336/2105
Baldoni, Luciana; Marino, María Carla; Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides; Elsevier; Carbohydrate Research; 374; 7-6-2013; 75-81
0008-6215
url http://hdl.handle.net/11336/2105
identifier_str_mv Baldoni, Luciana; Marino, María Carla; Synthetic tools for the characterization of galactofuranosyl transferases. Glycosylations via acylated glycosyl iodides; Elsevier; Carbohydrate Research; 374; 7-6-2013; 75-81
0008-6215
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/S0008621513001286
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.carres.2013.03.032
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_ 1846083296473120768
score 13.22299

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