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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:
1246298-62-3
MDL number:
MFCD22416704
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

Kdo2-Lipid A (KLA), Avanti Research™ - A Croda Brand

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

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

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.

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.

Other Notes

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

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

No data available

flash_point_c

No data available

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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
Role of polysaccharide and lipid in lipopolysaccharide induced prion protein conversion
Ladner-Keay CL, et al.
Prion, 10(6), 466-483 (2016)
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)
Alexander Y Andreyev et al.
Journal of lipid research, 51(9), 2785-2797 (2010-06-25)
Lipids orchestrate biological processes by acting remotely as signaling molecules or locally as membrane components that modulate protein function. Detailed insight into lipid function requires knowledge of the subcellular localization of individual lipids. We report an analysis of the subcellular
View All Related Papers

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