Di[3-deoxy-D-Manno-octulosonyl]-lipid A (amMonium salt)

Names

[ Name ]:
Di[3-deoxy-D-Manno-octulosonyl]-lipid A (amMonium salt)

[Synonym ]:
Tetrasodium 3-deoxy-6-[(1R)-1,2-dihydroxyethyl]hex-2-ulopyranonosyl-(2->4)-3-deoxy-6-[(1R)-1,2-dihydroxyethyl]hex-2-ulopyranonosyl-(2->6)-2-deoxy-2-{[(3R)-3-(dodecanoyloxy)tetradecanoyl]amino}-4-O-(hydroxyphosphinato)-3-O-[(3R)-3-(tetradecanoyloxy)tetradecanoyl]hexopyranosyl-(1->6)-2-deoxy-1-O-(hydroxyphosphinato)-3-O-[(3R)-3-hydroxytetradecanoyl]-2-{[(3R)-3-hydroxytetradecanoyl]amino}hexopyranose
Hexopyranose, O-3-deoxy-D-glycero-2-octulopyranonosyl-(2->4)-O-3-deoxy-D-glycero-2-octulopyranonosyl-(2->6)-O--2-deoxy-2-[[(3R)-1-oxo-3-[(1-oxododecyl)oxy]tetradecyl]amino]-3-O-[(3R)-1-oxo-3-[(1-oxotetradecyl)oxy]tetradecyl]-4-O-phosphonohexopyranosyl-(1->6)-2-deoxy-3-O-[(3R)-3-hydroxy-1-oxotetradecyl]-2-[[(3R)-3-hydroxy-1-oxotetradecyl]amino]-, 1-(dihydrogen phosphate), sodium salt (1:4)

Biological Activity

[Description]:

Kdo2-Lipid A ammonium is a chemically defined lipopolysaccharide (LPS) with endotoxin activity equal to LPS. Kdo2-Lipid A ammonium is highly selective for TLR4. Kdo2-Lipid A ammonium stimulates the release of both TNF and PGE2[1].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> Toll-like Receptor (TLR)

Research Areas >> Others

[Target]

TLR4

[In Vitro]

Kdo2-Lipid A (1 µM) stimulates the release of both TNF and PGE2 from the adult rat spinal astrocytes cell cultures[1]. RT-PCR[1] Cell Line: TNF and PGE2 Concentration: 1 µM Incubation Time: Result: Amounts of protein (mg) is 6.2 ± 0.6 ng/mL and 1.4 ± 0.3 ng/mL for TNF and PGE2.

[In Vivo]

KDO2-Lipid A (i.t.) activates toll-like receptor 4 (TLR4) in rats[1]. Animal Model: Rats (Male Holzman Sprague-Dawley, 300–400 g) [1] Dosage: 0.1 to 10 µg Administration: I.T.; 0.1-10 µg; prior and 15, 30, 60, 90 and 120 min after injection of Kdo2-Lipid A. Result: Intrathecal injection of 1 µg Kdo2-Lipid A induces allodynia, and the animals appeared to be sick after i.t. injection of Kdo2-Lipid A.

[References]

[1]. Saito O, et al. Spinal glial TLR4-mediated nociception and production of prostaglandin E(2) and TNF. Br J Pharmacol. 2010;160(7):1754-1764.

Chemical & Physical Properties

[ Molecular Formula ]:
C₁₁₀H₁₉₈N₂Na₄O₃₉P₂

[ Molecular Weight ]:
2326.646

[ Exact Mass ]:
2325.263672

[ Storage condition ]:
20°C

Related Compounds

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