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6-Azido-Trehalose

6-TreAz

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CLK-078 1 mg 140,00 Add to Basket/Quote Add to Notepad
Structural formula of 6-Azido-Trehalose (6-TreAz)
Structural formula of 6-Azido-Trehalose

For research use only!

Shipping: shipped at ambient temperature

Storage Conditions: store at -20 °C

Shelf Life: 12 months

Molecular Formula: C12H21N3O10

Molecular Weight: 367.31 g/mol (free acid)

Purity: ≥ 90 % (TLC)

Form: white to off-white solid

Solubility: water, DMSO

Applications:
Metabolic Lipopolysaccharide labeling of Myobacteria

Description:
Myobacteria are characterized by a trehalose-lipopolysaccharide-containing outer cell membrane.

The Azide-functionalized 6-Azido-Trehalose provides an attractive 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 subsequently 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[1]:
Mycobacterium smegmatis mc2155, Mycobacterium tuberculosis H37Rv,Mycobacterium bovis BCG

Selected References:
[1] Swarts et al. (2012) Probing the Mycobacterial Trehalome with Bioorthogonal Chemistry. J. Am. Chem. Soc. 134 (39):16123.