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Synthesis of a Di-Mycoloyl Tri-Arabinofuranosyl Glycerol Fragment of the Mycobacterial Cell Wall, Based on Synthetic Mycolic Acids

Fragments of mycobacterial cell walls such as arabinoglycerol mycolate and dimycoloyl diarabinoglycerol, comprising complex mixtures of mycolic acids, have immunostimulatory and antigenic properties. A related di-mycoloyl tri-arabinofuranosyl glycerol fragment has been isolated from cell wall hydrol...

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Detalles Bibliográficos
Autores principales: Ali, Omar T., Mohammed, Mohsin O., Al Dulayymi, Juma’a R., Baird, Mark S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6804083/
https://www.ncbi.nlm.nih.gov/pubmed/31590468
http://dx.doi.org/10.3390/molecules24193596
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author Ali, Omar T.
Mohammed, Mohsin O.
Al Dulayymi, Juma’a R.
Baird, Mark S.
author_facet Ali, Omar T.
Mohammed, Mohsin O.
Al Dulayymi, Juma’a R.
Baird, Mark S.
author_sort Ali, Omar T.
collection PubMed
description Fragments of mycobacterial cell walls such as arabinoglycerol mycolate and dimycoloyl diarabinoglycerol, comprising complex mixtures of mycolic acids, have immunostimulatory and antigenic properties. A related di-mycoloyl tri-arabinofuranosyl glycerol fragment has been isolated from cell wall hydrolysates. An effective stereoselective synthesis of tri-arabinofuranosyl glycerol, followed by coupling with stereochemically defined mycolic acids of different structural classes, to provide unique di-mycoloyl tri-arabinofuranosyl glycerols is now described.
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spelling pubmed-68040832019-11-18 Synthesis of a Di-Mycoloyl Tri-Arabinofuranosyl Glycerol Fragment of the Mycobacterial Cell Wall, Based on Synthetic Mycolic Acids Ali, Omar T. Mohammed, Mohsin O. Al Dulayymi, Juma’a R. Baird, Mark S. Molecules Article Fragments of mycobacterial cell walls such as arabinoglycerol mycolate and dimycoloyl diarabinoglycerol, comprising complex mixtures of mycolic acids, have immunostimulatory and antigenic properties. A related di-mycoloyl tri-arabinofuranosyl glycerol fragment has been isolated from cell wall hydrolysates. An effective stereoselective synthesis of tri-arabinofuranosyl glycerol, followed by coupling with stereochemically defined mycolic acids of different structural classes, to provide unique di-mycoloyl tri-arabinofuranosyl glycerols is now described. MDPI 2019-10-06 /pmc/articles/PMC6804083/ /pubmed/31590468 http://dx.doi.org/10.3390/molecules24193596 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Ali, Omar T.
Mohammed, Mohsin O.
Al Dulayymi, Juma’a R.
Baird, Mark S.
Synthesis of a Di-Mycoloyl Tri-Arabinofuranosyl Glycerol Fragment of the Mycobacterial Cell Wall, Based on Synthetic Mycolic Acids
title Synthesis of a Di-Mycoloyl Tri-Arabinofuranosyl Glycerol Fragment of the Mycobacterial Cell Wall, Based on Synthetic Mycolic Acids
title_full Synthesis of a Di-Mycoloyl Tri-Arabinofuranosyl Glycerol Fragment of the Mycobacterial Cell Wall, Based on Synthetic Mycolic Acids
title_fullStr Synthesis of a Di-Mycoloyl Tri-Arabinofuranosyl Glycerol Fragment of the Mycobacterial Cell Wall, Based on Synthetic Mycolic Acids
title_full_unstemmed Synthesis of a Di-Mycoloyl Tri-Arabinofuranosyl Glycerol Fragment of the Mycobacterial Cell Wall, Based on Synthetic Mycolic Acids
title_short Synthesis of a Di-Mycoloyl Tri-Arabinofuranosyl Glycerol Fragment of the Mycobacterial Cell Wall, Based on Synthetic Mycolic Acids
title_sort synthesis of a di-mycoloyl tri-arabinofuranosyl glycerol fragment of the mycobacterial cell wall, based on synthetic mycolic acids
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6804083/
https://www.ncbi.nlm.nih.gov/pubmed/31590468
http://dx.doi.org/10.3390/molecules24193596
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