4.3 Article

A re-investigation of the mycolic acids of Mycobacterium avium

Journal

CHEMISTRY AND PHYSICS OF LIPIDS
Volume 230, Issue -, Pages -

Publisher

ELSEVIER IRELAND LTD
DOI: 10.1016/j.chemphyslip.2020.104928

Keywords

Mycobacterium; Avium; Wax esters; Regiochemistry

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Mycolic acid methyl esters were extracted from Mycobacterium avium by a mild saponification protocol, designed to preserve labile components. The resulting mixture of alpha-, keto- and wax ester mycolates was accompanied by some degraded omega-carboxymycolic acid dimethyl esters, whose overall structures were found to support previous studies. Chromatography of the mono-carboxylic mycolates gave an inseparable mixture of keto- and wax ester mycolates and separate alpha-mycolates. Reduction of the ketomycolate components allowed isolation and characterisation of intact wax ester mycolates for the first time. Minor alpha- and omega-carboxymycolates were detected in which methyl branches were located on either the proximal or distal sides of trans-alkene groups.

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