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699500P

Avanti

Kdo2-Lipid A (KLA)

Avanti Research - A Croda Brand

Synonym(s):

KLA

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About This Item

CAS Number:
UNSPSC Code:
12352211
NACRES:
NA.25

description

Di[3-deoxy-D-manno-octulosonyl]-lipid A (ammonium salt)

Assay

>99% (HPLC)

form

powder

packaging

pkg of 1 × 1 mg (699500P-1mg)

manufacturer/tradename

Avanti Research - A Croda Brand

application(s)

lipidomics

lipid type

bioactive lipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@H]([C@@H](CO[C@@H]([C@@H]1NC(C[C@H](OC(CCCCCCCCCCC)=O)CCCCCCCCCCC)=O)O[C@H](CO[C@]2(C([O-])=O)C[C@@H](O[C@@]3(C([O-])=O)O[C@H]([C@H](O)CO)[C@H](O)[C@H](O)C3)[C@@H](O)[C@@H]([C@H](O)CO)O2)[C@@H](OP([O-])(O)=O)[C@@H]1OC(C[C@H](OC(CCCCCCCCCCCCC)=O)CCCCCC

General description

A new preparation of the saccharolipid glycan, Kdo2-Lipid A (KLA), is a nearly homogeneous Re lipopolysaccharide (LPS) substructure with endotoxin activity equal to that of native LPS. KLA is comparable to LPS and its activity is reduced by >103 in cells from TLR-4 deficient mice. The advantage of KLA over LPS is that it is a reproducible, defined natural product, and it can be detected by ESI/MS at the low concentrations used to stimulate animal cells. The purity of KLA should also facilitate the structural analysis of its complexes with signaling receptors, such as TLR-4/MD2. New research* shows 1μg KLA induces the same response as 10μg LPS.Perform experiments at half the cost of using LPS! 
Kdo2-Lipid A is a natural endotoxin and a combination of oligosaccharide and lipid.

Application

Kdo2-Lipid A (KLA) has been used to study its role in lipopolysaccharide induced prion protein conversion.
Kdo2-Lipid A (KLA) has been used:
  • as a toll like receptor (TLR) ligand source in immortalized murine macrophage culture media
  • in 2H-,13C-,15N-labeled OprHΔL1ΔL4 in 1,2-dihexanoyl-sn-glycero-3-phosphocholine (DHPC) micelles, to determine the specific residues of OprHΔL1ΔL4 interacting with lipopolysaccharides (LPS) source
  • as a component of LPS stock to study its role in lipopolysaccharide induced prion protein conversion

Biochem/physiol Actions

Kdo2-Lipid A might be useful to stimulate inflammatory response.

Packaging

2 mL Amber Glass Crimp Cap Vial (699500P-1mg)

Other Notes

For R&D use only. Not for drug, household, or other uses.

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

No data available

Flash Point(C)

No data available


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sophie R Liebergall et al.
Molecular and cellular biology, 40(2) (2019-10-30)
Immune cell function can be modulated by changes in lipid metabolism. Our studies indicate that cholesterol and fatty acid synthesis increases in macrophages between 12 and 18 h after the activation of Toll-like receptors with proinflammatory stimuli and that the upregulation
Analysis of inflammatory and lipid metabolic networks across RAW264.7 and thioglycolate-elicited macrophages
Maurya MR, et al.
Journal of Lipid Research, 54(9), 2525-2542 (2013)
Molecular interactions of lipopolysaccharide with an outer membrane protein from Pseudomonas aeruginosa probed by solution NMR
Kucharska I, et al.
Biochemistry, 55(36), 5061-5072 (2016)
Assay development for image-based quantification of intracellular bacterial replication and analysis of the innate immune response to infection
Miller AH, et al.
Assay and Drug Development Technologies, 13(9), 515-528 (2015)
Hirotaka Sasaki et al.
Biophysical journal, 95(2), 986-993 (2008-04-01)
The innate immune systems of humans and other animals are activated by lipopolysaccharides (LPS), which are glucosamine-based phospholipids that form the outer leaflet of the outer membranes of Gram-negative bacteria. Activation involves interactions of LPS with the innate immunity-receptor comprised

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