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L5399

Sigma-Aldrich

Lipid A, diphosphoryl from Escherichia coli F583 (Rd mutant)

Sinônimo(s):

Diphosphoryl Lipid A from E.Coli.

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About This Item

Número MDL:
MFCD00131510
Código UNSPSC:
12352211
ID de substância PubChem:
24896402
NACRES:
NA.25

fonte biológica

Escherichia coli (F583 Rd mutant)

Nível de qualidade

200

forma

lyophilized powder

Condições de expedição

ambient

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCC)CC(=O)OC1C(NC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(OCC2OC(OP(O)(O)=O)C(NC(=O)CC(O)CCCCCCCCCCC)C(OC(=O)CC(O)CCCCCCCCCCC)C2O)OC(CO)C1OP(O)(O)=O

InChI

1S/C94H178N2O25P2/c1-7-13-19-25-31-37-38-44-50-56-62-68-84(103)115-78(66-60-54-48-42-35-29-23-17-11-5)72-86(105)119-92-88(96-82(101)71-77(65-59-53-47-41-34-28-22-16-10-4)114-83(102)67-61-55-49-43-36-30-24-18-12-6)93(116-79(73-97)90(92)120-122(107,108)109)113-74-80-89(106)91(118-85(104)70-76(99)64-58-52-46-40-33-27-21-15-9-3)87(94(117-80)121-123(110,111)112)95-81(100)69-75(98)63-57-51-45-39-32-26-20-14-8-2/h75-80,87-94,97-99,106H,7-74H2,1-6H3,(H,95,100)(H,96,101)(H2,107,108,109)(H2,110,111,112)

chave InChI

GZQKNULLWNGMCW-UHFFFAOYSA-N

Descrição geral

Lipid A is the fundamental structure of lipopolysaccharides (LPS), present in bacteria.

Aplicação

Lipid A, diphosphoryl from Escherichia coli F583 (Rd mutant) has been used:
  • to study the effect of various lipid A molecules on lung pericyte proliferation in vitro
  • to test on THP-1 and J774A.1 cells for neopterin and nitrite formation respectively
  • as lipopolysaccharides (LPS) derivatives in binding experiments
  • to stimulate the spleen cells and as a mitogen stimulation for toll like receptor 4 (TLR4)

Ações bioquímicas/fisiológicas

Lipid A is mainly essential for the robust immunostimulatory activities of lipopolysaccharides (LPS) in human. Lipid A is the hydrophobic domain of LPS helps in anchoring LPS to the plasma membrane of bacteria. It is immunologically active and an important constituent of LPS recognised by immune system.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

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Visite a Biblioteca de Documentos

Graham Goldsworthy et al.
Journal of insect physiology, 49(8), 795-803 (2003-07-26)
Interactions between the locust endocrine and immune systems have been studied in vivo in relation to nodule formation and activation of the prophenoloxidase cascade in the haemolymph. Injection of bacterial lipopolysaccharide (LPS) extracted from Escherichia coli induces nodule formation in
Biological activities of lipid A complexed with bovine-serum albumin.
C Galanos et al.
European journal of biochemistry, 31(2), 230-233 (1972-12-04)
Effects of Endotoxin on Lung Pericytesin Vitro
Khoury J and Langleben D
Microvascular Research, 56(2), 71-84 (1998)
E E Ribi et al.
Cancer research, 39(11), 4756-4759 (1979-11-01)
We described elsewhere that the synergistic antitumor activity of endotoxic extracts from Re mutants of gram-negative bacteria and trehalose mycolate against guinea pig syngeneic line 10 tumor was abrogated after peptide substances accompanying these extracts had been removed. This activity
Attacin-an insect immune protein-binds LPS and triggers the specific inhibition of bacterial outer-membrane protein synthesis
Carlsson A, et al.
Microbiology, 144(8), 2179-2188 (1998)
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