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

Modify Date: 2024-01-12 12:09:05

Di[3-deoxy-D-Manno-octulosonyl]-lipid A (amMonium salt) Structure
Di[3-deoxy-D-Manno-octulosonyl]-lipid A (amMonium salt) structure
Common Name Di[3-deoxy-D-Manno-octulosonyl]-lipid A (amMonium salt)
CAS Number 1246298-62-3 Molecular Weight 2326.646
Density N/A Boiling Point N/A
Molecular Formula C110H198N2Na4O39P2 Melting Point N/A
MSDS N/A Flash Point N/A

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


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].

 Names

Name 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
Synonym More Synonyms

  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
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

 Synonyms

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)
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