Bioorthogonal Chemical Reporters for Selective InSitu Probing of Mycomembrane Components in Mycobacteria

The global pathogen Mycobacterium tuberculosis and other species in the suborder Corynebacterineae possess a distinctive outer membrane called the mycomembrane (MM). The MM is composed of mycolic acids, which are either covalently linked to an underlying arabinogalactan layer or incorporated into tr...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2016-02, Vol.55 (6), p.2053-2057
Main Authors: Foley, Hannah N, Stewart, Jessica A, Kavunja, Herbert W, Rundell, Sarah R, Swarts, Benjamin M
Format: Article
Language:English
Subjects:
Analytical methods
Arabinogalactan
Covalence
Drug development
Glycolipids
Mycobacterium tuberculosis
Mycolic acids
Pathogenesis
Pathogens
Probes
Trehalose
Tuberculosis
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Summary:The global pathogen Mycobacterium tuberculosis and other species in the suborder Corynebacterineae possess a distinctive outer membrane called the mycomembrane (MM). The MM is composed of mycolic acids, which are either covalently linked to an underlying arabinogalactan layer or incorporated into trehalose glycolipids that associate with the MM non-covalently. These structures are generated through a process called mycolylation, which is central to mycobacterial physiology and pathogenesis and is an important target for tuberculosis drug development. Current approaches to investigating mycolylation rely on arduous analytical methods that occur outside the context of a whole cell. Herein, we describe mycobacteria-specific chemical reporters that can selectively probe either covalent arabinogalactan mycolates or non-covalent trehalose mycolates in live mycobacteria. These probes, in conjunction with bioorthogonal chemistry, enable selective insitu detection of the major MM components.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201509216