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De novo synthesis of D- and L-fucosamine containing disaccharides

The availability of rare monosaccharides that cannot be isolated from natural sources is currently limiting the access to the synthesis and the biological evaluation of complex bacterial cell-surface glycans. Here, we report the synthesis of D- and L-fucosamine building blocks by a de novo approach...

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Detalles Bibliográficos
Autores principales: Leonori, Daniele, Seeberger, Peter H
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3596053/
https://www.ncbi.nlm.nih.gov/pubmed/23503315
http://dx.doi.org/10.3762/bjoc.9.38
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author Leonori, Daniele
Seeberger, Peter H
author_facet Leonori, Daniele
Seeberger, Peter H
author_sort Leonori, Daniele
collection PubMed
description The availability of rare monosaccharides that cannot be isolated from natural sources is currently limiting the access to the synthesis and the biological evaluation of complex bacterial cell-surface glycans. Here, we report the synthesis of D- and L-fucosamine building blocks by a de novo approach from L- and D-Garner aldehydes. These differentially protected monosaccharide building blocks were utilized to prepare disaccharides present on the surface of Pseudomonas aeruginosa bacteria.
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spelling pubmed-35960532013-03-15 De novo synthesis of D- and L-fucosamine containing disaccharides Leonori, Daniele Seeberger, Peter H Beilstein J Org Chem Full Research Paper The availability of rare monosaccharides that cannot be isolated from natural sources is currently limiting the access to the synthesis and the biological evaluation of complex bacterial cell-surface glycans. Here, we report the synthesis of D- and L-fucosamine building blocks by a de novo approach from L- and D-Garner aldehydes. These differentially protected monosaccharide building blocks were utilized to prepare disaccharides present on the surface of Pseudomonas aeruginosa bacteria. Beilstein-Institut 2013-02-14 /pmc/articles/PMC3596053/ /pubmed/23503315 http://dx.doi.org/10.3762/bjoc.9.38 Text en Copyright © 2013, Leonori and Seeberger https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Leonori, Daniele
Seeberger, Peter H
De novo synthesis of D- and L-fucosamine containing disaccharides
title De novo synthesis of D- and L-fucosamine containing disaccharides
title_full De novo synthesis of D- and L-fucosamine containing disaccharides
title_fullStr De novo synthesis of D- and L-fucosamine containing disaccharides
title_full_unstemmed De novo synthesis of D- and L-fucosamine containing disaccharides
title_short De novo synthesis of D- and L-fucosamine containing disaccharides
title_sort de novo synthesis of d- and l-fucosamine containing disaccharides
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3596053/
https://www.ncbi.nlm.nih.gov/pubmed/23503315
http://dx.doi.org/10.3762/bjoc.9.38
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