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Merck
CN

699851P

Avanti

3A-MPLA

Avanti Research™ - A Croda Brand

Synonym(s):

Monophosphoryl Tri-acyl Lipid A (Synthetic)

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About This Item

Empirical Formula (Hill Notation):
C54H106N3O17P
CAS Number:
1699735-80-2
Molecular Weight:
1100.40
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

3A-MPLA, Avanti Research™ - A Croda Brand 699851P, powder

InChI

1S/C54H103N2O17P.H3N/c1-4-7-10-13-16-19-20-23-26-29-32-35-46(61)70-41(34-31-28-25-22-18-15-12-9-6-3)37-45(60)56-48-51(64)52(73-74(66,67)68)42(38-57)72-54(48)69-39-43-49(62)50(63)47(53(65)71-43)55-44(59)36-40(58)33-30-27-24-21-17-14-11-8-5-2;/h40-43,47-54,

InChI key

WBMOMCHVNLUEBA-MWYCKLIASA-N

SMILES string

O[C@H]([C@@H](CO[C@@H]([C@@H]1NC(C[C@H](OC(CCCCCCCCCCCCC)=O)CCCCCCCCCCC)=O)O[C@H](CO)[C@@H](OP([O-])(O)=O)[C@@H]1O)O[C@H](O)[C@@H]2NC(C[C@H](O)CCCCCCCCCCC)=O)[C@@H]2O.[NH4+]

assay

>99% (HPLC)

form

powder

packaging

pkg of 1 × 1 mg (699851P-1mg), pkg of 1 × 5 mg (699851P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 699851P

application(s)

vaccine development

shipped in

dry ice

storage temp.

−20°C

General description

Monophosphoryl lipid A (MPLA) is an analog of the lipid A moiety. It is regarded as a detoxified derivative of the lipopolysaccharide (LPS).

Biochem/physiol Actions

Monophosphoryl lipid A (MPLA) is a natural agonist for the toll-like receptor-4 (TLR4). It is useful as an adjuvant in immunization. MPLA is a safe prophylactic agent and has immunotherapeutic applications. It induces tumor necrosis factor and interleukin (IL)-1β, however not as efficient as lipopolysaccharide (LPS). MPLA improves immune response during bacterial sepsis infection.

Packaging

2 mL Amber Glass Crimp Cap Vial (699851P-1mg)
2 mL Amber Glass Crimp Cap Vial (699851P-5mg)

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

No data available

flash_point_c

No data available

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The TLR4 agonist monophosphoryl lipid a drives broad resistance to infection via dynamic reprogramming of macrophage metabolism
Fensterheim BA, et al.
Journal of Immunology, 200(11), 3777-3789 (2018)
Monophosphoryl lipid A induces protection against LPS in medullary thick ascending limb through a TLR4-TRIF-PI3K signaling pathway
Watts III BA, et al.
American Journal of Physiology: Renal Physiology, 313(1), F103-F115 (2017)
Specific features of human monocytes activation by monophosphoryl lipid A
Chentouh R, et al.
Scientific reports, 8(1), 1-13 (2018)

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