6-Azido-Trehalose

Myobacteria are characterized by a trehalose-lipopolysaccharide-containing outer cell membrane. The Azide-functionalized 6-Azido-Trehalose provides an attrac-tive approach for the detection of Myobacteria in living cultures: It is cell-permeable, intracellularly processed and incorporated instead of its natural counterpart. The resulting Azide-functionalized lipopolysaccharides can subse-quently be detected via Cu (I) -catalyzed or Cu (I) -free Click Chemistry that offers the choice to introduce a Biotin group (via Alkynes of Biotin or DBCO-containing Biotin, respectively) for subsequent purification tasks or to introduce fluorescent group (via Alkynes of fluorescent dyes or DBCO-containing fluorescent dyes, respectively) for subsequent microscopic imaging. Myobacteria strains tested: Mycobacterium smegmatis mc2155, Mycobacterium tuberculosis H37Rv, Mycobacterium bovis BCG.