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Kdo-Azide

Kdo-N3

Ammonium 8-azido-3,8-dideoxy-D-manno-octulosonate

Cat. No. Amount Price (EUR) Buy / Note
CLK-080 2.5 mg 399,00 Add to Basket/Quote Add to Notepad
Structural formula of Kdo-Azide (Kdo-N3, Ammonium 8-azido-3,8-dideoxy-D-manno-octulosonate)
Structural formula of Kdo-Azide

For research use only!

Shipping: shipped at ambient temperature

Storage Conditions: store at -20 °C

Shelf Life: 12 months

Molecular Formula: C8H13N3O7 (free acid)

Molecular Weight: 263.20 g/mol (free acid)

CAS#: 1380099-68-2

Purity: ≥ 95 % (NMR)

Form: white to off-white solid

Solubility: water, DMSO

Applications:
Metabolic Lipopolysaccharide labeling

Description:
Gram-negative bacteria are characterized by a lipopolysaccharide-containing outer cell membrane with 3-Deoxy-D-manno-octulosonic acid (KDO) as an essential component.

The Azide-functionalized 3-Deoxy-D-manno-octulosonic acid (KDO-Azide) provides an attractive approach for the detection of gram negative bacteria in living cultures: It is cell-permeable, intracellularly processed and incorporated instead of its natural counterpart KDO.

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.

Tested bacterial strains[1]:
Legionella pneumophila, Salmonella typhimurium, Escherichia coli O86, Escherichia coli K12

Selected References:
[1] Dumont et al. (2012) Click-mediated Labeling of bacterial membranes through metabolic modification of the lipopolysaccharide inner core. Angew. Chem. Int. Ed. 51:3143.