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Open AccessArticle

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

1
School of Chemistry, Bangor University, Bangor, Wales LL57 2UW, UK
2
School of Natural Sciences, Bangor University, Bangor, Wales LL57 2UW, UK
*
Authors to whom correspondence should be addressed.
Current address: College of Education for Pure Science, Chemistry Department, Mosul University, Mosul 41001, Iraq.
Current address: College of Science, Chemistry Department, Kirkuk University, Kirkuk, Iraq.
Academic Editors: Ramón J. Estévez Cabanas and Vito Ferro
Molecules 2019, 24(19), 3596; https://doi.org/10.3390/molecules24193596
Received: 12 August 2019 / Revised: 24 September 2019 / Accepted: 1 October 2019 / Published: 6 October 2019
(This article belongs to the Special Issue Carbohydrates in Synthesis)
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. View Full-Text
Keywords: mycobacteria; cell membrane; mycolic acids; triarabinoglycerol mycobacteria; cell membrane; mycolic acids; triarabinoglycerol
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MDPI and ACS Style

Ali, O.T.; Mohammed, M.O.; Al Dulayymi, J.R.; Baird, M.S. Synthesis of a Di-Mycoloyl Tri-Arabinofuranosyl Glycerol Fragment of the Mycobacterial Cell Wall, Based on Synthetic Mycolic Acids. Molecules 2019, 24, 3596.

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