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pLEG-Azide

pLEG-N3

Man2NAc4NAc6-N3

6-Azido-2,4-diacetamido-2,4,6-trideoxy-D-mannose

Cat. No. Amount Price (EUR) Buy / Note
CLK-079 2,5 mg 195,00 Add to Basket/Quote Add to Notepad
Structural formula of pLEG-Azide (pLEG-N3, 6-Azido-2,4-diacetamido-2,4,6-trideoxy-D-mannose)
Structural formula of pLEG-Azide

For research use only!

Shipping: shipped at ambient temperature

Storage Conditions: store at -20 °C

Shelf Life: 12 months

Molecular Formula: C10H17N5O5

Molecular Weight: 287.27 g/mol

CAS#: 1447950-85-7

Purity: ≥ 95 % (NMR)

Form: white to off-white solid

Solubility: water, DMSO, MeOH

Applications:
Legionella pneumophila specific metabolic lipopolysaccharide labeling

Description:
Legionaminic acid (LEG) is an essential lipopolysaccharide component exclusively synthesized by Legionella pneumophila.

The Azide-functionalized Legionaminic acid precursor pLEG-Azide (Man2NAc4NAc6-N3) provides an attractive approach for the specific detection of Legionella pneumophila 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.

Tested Legionella pneumophila strains[1]:
Legionella pneumophila SG1 (Paris), Legionella pneumophila SG1 (Lens), Legionella pneumophila SG1 (Philadelphia), Legionella pneumophila SG3, Legionella pneumophila SG4, Legionella pneumophila SG5, Legionella pneumophila SG6

Selected References:
[1] Mas et al. (2014) Identification of Living Legionella pneumophila using species-specific metabolic lipopolysaccharide Labeling. Angew. Chem. Int. Ed. 53:1275.