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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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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)
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
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)
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
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)

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