Synthesis of a derivative of a-D-Glcp(1→2)-D-Galf suitable for further glycosylation and of a-D-Glcp(1→2)-D-Gal, a disaccharide fragment obtained from varianose

The presence of galactofuranoyl units in infectious microorganisms has prompted the study of the metabolic pathways involved in their incorporation in glycans. Although much progress has been made with respect to the biosynthesis of β-D-Galf-containing glycoconjugates, the mechanisms by which α-D-Ga...

Descripción completa

Guardado en:
Detalles Bibliográficos
Autores principales: Marino, María Carla, Mariño, Karina V., Muchnik de Lederkremer, Rosa María
Publicado: 2012
Materias:
α-D-galactofuranose
Glucosylgalactofuranose
Glycosylaldonolactone
Penicillium varians
Varianose
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_18605397_v8_n_p2142_Marino
http://hdl.handle.net/20.500.12110/paper_18605397_v8_n_p2142_Marino
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
id paper:paper_18605397_v8_n_p2142_Marino
record_format dspace
spelling paper:paper_18605397_v8_n_p2142_Marino2023-06-08T16:29:27Z Synthesis of a derivative of a-D-Glcp(1→2)-D-Galf suitable for further glycosylation and of a-D-Glcp(1→2)-D-Gal, a disaccharide fragment obtained from varianose Marino, María Carla Mariño, Karina V. Muchnik de Lederkremer, Rosa María α-D-galactofuranose Glucosylgalactofuranose Glycosylaldonolactone Penicillium varians Varianose The presence of galactofuranoyl units in infectious microorganisms has prompted the study of the metabolic pathways involved in their incorporation in glycans. Although much progress has been made with respect to the biosynthesis of β-D-Galf-containing glycoconjugates, the mechanisms by which α-D-Galf units are incorporated remain unclear. Penicillium varians is a non-pathogenic fungus that produces varianose, a polysaccharide containing both a- and β-D-Galf units, which can be used as a model for biosynthetic studies on α-D-Galf incorporation. Synthetic oligosaccharide fragments related to varianose are useful as potential substrates or standards for characterization of the a-galactofuranosyl transferases. In this paper we report a straightforward procedure for the synthesis of a-D-Glcp(1→2)-D-Gal (1) and the use of this compound to monitor the natural disaccharide released from varianose by mild acid degradation. The synthesis, performed by the glycosylaldonolactone approach, involved a glucosylgalactofuranose derivative, suitable for the synthesis of higher oligosaccharides with an internal D-Galf. © 2012 Marino et al. Fil:Marino, C. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Mariño, K. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:De Lederkremer, R.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2012 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_18605397_v8_n_p2142_Marino http://hdl.handle.net/20.500.12110/paper_18605397_v8_n_p2142_Marino
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic α-D-galactofuranose
Glucosylgalactofuranose
Glycosylaldonolactone
Penicillium varians
Varianose
spellingShingle α-D-galactofuranose
Glucosylgalactofuranose
Glycosylaldonolactone
Penicillium varians
Varianose
Marino, María Carla
Mariño, Karina V.
Muchnik de Lederkremer, Rosa María
Synthesis of a derivative of a-D-Glcp(1→2)-D-Galf suitable for further glycosylation and of a-D-Glcp(1→2)-D-Gal, a disaccharide fragment obtained from varianose
topic_facet α-D-galactofuranose
Glucosylgalactofuranose
Glycosylaldonolactone
Penicillium varians
Varianose
description The presence of galactofuranoyl units in infectious microorganisms has prompted the study of the metabolic pathways involved in their incorporation in glycans. Although much progress has been made with respect to the biosynthesis of β-D-Galf-containing glycoconjugates, the mechanisms by which α-D-Galf units are incorporated remain unclear. Penicillium varians is a non-pathogenic fungus that produces varianose, a polysaccharide containing both a- and β-D-Galf units, which can be used as a model for biosynthetic studies on α-D-Galf incorporation. Synthetic oligosaccharide fragments related to varianose are useful as potential substrates or standards for characterization of the a-galactofuranosyl transferases. In this paper we report a straightforward procedure for the synthesis of a-D-Glcp(1→2)-D-Gal (1) and the use of this compound to monitor the natural disaccharide released from varianose by mild acid degradation. The synthesis, performed by the glycosylaldonolactone approach, involved a glucosylgalactofuranose derivative, suitable for the synthesis of higher oligosaccharides with an internal D-Galf. © 2012 Marino et al.
author Marino, María Carla
Mariño, Karina V.
Muchnik de Lederkremer, Rosa María
author_facet Marino, María Carla
Mariño, Karina V.
Muchnik de Lederkremer, Rosa María
author_sort Marino, María Carla
title Synthesis of a derivative of a-D-Glcp(1→2)-D-Galf suitable for further glycosylation and of a-D-Glcp(1→2)-D-Gal, a disaccharide fragment obtained from varianose
title_short Synthesis of a derivative of a-D-Glcp(1→2)-D-Galf suitable for further glycosylation and of a-D-Glcp(1→2)-D-Gal, a disaccharide fragment obtained from varianose
title_full Synthesis of a derivative of a-D-Glcp(1→2)-D-Galf suitable for further glycosylation and of a-D-Glcp(1→2)-D-Gal, a disaccharide fragment obtained from varianose
title_fullStr Synthesis of a derivative of a-D-Glcp(1→2)-D-Galf suitable for further glycosylation and of a-D-Glcp(1→2)-D-Gal, a disaccharide fragment obtained from varianose
title_full_unstemmed Synthesis of a derivative of a-D-Glcp(1→2)-D-Galf suitable for further glycosylation and of a-D-Glcp(1→2)-D-Gal, a disaccharide fragment obtained from varianose
title_sort synthesis of a derivative of a-d-glcp(1→2)-d-galf suitable for further glycosylation and of a-d-glcp(1→2)-d-gal, a disaccharide fragment obtained from varianose
publishDate 2012
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_18605397_v8_n_p2142_Marino
http://hdl.handle.net/20.500.12110/paper_18605397_v8_n_p2142_Marino
work_keys_str_mv AT marinomariacarla synthesisofaderivativeofadglcp12dgalfsuitableforfurtherglycosylationandofadglcp12dgaladisaccharidefragmentobtainedfromvarianose
AT marinokarinav synthesisofaderivativeofadglcp12dgalfsuitableforfurtherglycosylationandofadglcp12dgaladisaccharidefragmentobtainedfromvarianose
AT muchnikdelederkremerrosamaria synthesisofaderivativeofadglcp12dgalfsuitableforfurtherglycosylationandofadglcp12dgaladisaccharidefragmentobtainedfromvarianose
_version_ 1768541630859575296

Ejemplares similares