Probing the mycobacterial trehalome with bioorthogonal chemistry
Journal of the American Chemical Society, 2012•ACS Publications
Mycobacteria, including the pathogen Mycobacterium tuberculosis, use the non-mammalian
disaccharide trehalose as a precursor for essential cell-wall glycolipids and other
metabolites. Here we describe a strategy for exploiting trehalose metabolic pathways to
label glycolipids in mycobacteria with azide-modified trehalose (TreAz) analogues.
Subsequent bioorthogonal ligation with alkyne-functionalized probes enabled detection and
visualization of cell-surface glycolipids. Characterization of the metabolic fates of four TreAz …
disaccharide trehalose as a precursor for essential cell-wall glycolipids and other
metabolites. Here we describe a strategy for exploiting trehalose metabolic pathways to
label glycolipids in mycobacteria with azide-modified trehalose (TreAz) analogues.
Subsequent bioorthogonal ligation with alkyne-functionalized probes enabled detection and
visualization of cell-surface glycolipids. Characterization of the metabolic fates of four TreAz …
Mycobacteria, including the pathogen Mycobacterium tuberculosis, use the non-mammalian disaccharide trehalose as a precursor for essential cell-wall glycolipids and other metabolites. Here we describe a strategy for exploiting trehalose metabolic pathways to label glycolipids in mycobacteria with azide-modified trehalose (TreAz) analogues. Subsequent bioorthogonal ligation with alkyne-functionalized probes enabled detection and visualization of cell-surface glycolipids. Characterization of the metabolic fates of four TreAz analogues revealed unique labeling routes that can be harnessed for pathway-targeted investigation of the mycobacterial trehalome.
ACS Publications