6-Azido-Trehalose

SKU: orb532328

Description

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.

Images & Validation

• Application Notes:
  Metabolic Lipopolysaccharide labeling of Myobacteria.

Key Properties

• MW: Theoretical MW: 367.31 g/mol; Detected MW: 367.12 g/mol
• Purity: 90% (TLC)
• Formula: C₁₂H₂₁N₃O₁₀
• SMILES: [C@H]1([C@H]([C@H](O[C@@H]([C@H]1O)CN=[N+]=[N-])O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O

Storage & Handling

• Storage: store at -20 °C
• Hazard Information: Non-Toxic
• Disclaimer: For research use only