For research use only!
Shipping: shipped at ambient temperature
Storage Conditions: store at -20 °C
Shelf Life: 12 months after date of delivery
Molecular Formula: C8H13N3O7 (free acid)
Molecular Weight: 263.20 g/mol (free acid)
Purity: ≥ 95 % (NMR)
Form: white to off-white solid
Solubility: water, DMSO
Metabolic Lipopolysaccharide labeling
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:
Legionella pneumophila, Salmonella typhimurium, Escherichia coli O86, Escherichia coli K12
 Dumont et al. (2012) Click-mediated Labeling of bacterial membranes through metabolic modification of the lipopolysaccharide inner core. Angew. Chem. Int. Ed. 51:3143.