2019
DOI: 10.3390/molecules24193596
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Synthesis of a Di-Mycoloyl Tri-Arabinofuranosyl Glycerol Fragment of the Mycobacterial Cell Wall, Based on Synthetic Mycolic Acids

Abstract: 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-ar… Show more

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Cited by 3 publications
(1 citation statement)
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“…Their structures are presented in Supplementary Figure S1 . Antigen MOD171 is based on a cell-wall-bound mycolic acid fragment, a triarabinose dimycolate, incorporating a major α-mycolic acid present in many mycobacteria including MAC [ 33 ]. ZAM295 is a trehalose dimycolate of a diene-mycolic acid, a sub-group commonly present in NTM [ 34 ].…”
Section: Methodsmentioning
confidence: 99%
“…Their structures are presented in Supplementary Figure S1 . Antigen MOD171 is based on a cell-wall-bound mycolic acid fragment, a triarabinose dimycolate, incorporating a major α-mycolic acid present in many mycobacteria including MAC [ 33 ]. ZAM295 is a trehalose dimycolate of a diene-mycolic acid, a sub-group commonly present in NTM [ 34 ].…”
Section: Methodsmentioning
confidence: 99%