WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H412665
CAS#: 1699735-80-2
Description: 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.
Hodoodo Cat#: H412665
Name: 3A-MPLA
CAS#: 1699735-80-2
Chemical Formula: C54H106N3O17P
Exact Mass: 1,099.73
Molecular Weight: 1,100.420
Elemental Analysis: C, 58.94; H, 9.71; N, 3.82; O, 24.72; P, 2.81
Synonym: 3A-MPLA; Monophosphoryl Tri-acyl Lipid A
IUPAC/Chemical Name: ammonium (2R,3S,4R,5R,6R)-4-hydroxy-2-(hydroxymethyl)-5-((R)-3-(tetradecanoyloxy)tetradecanamido)-6-(((2R,3S,4R,5R,6S)-3,4,6-trihydroxy-5-((R)-3-hydroxytetradecanamido)tetrahydro-2H-pyran-2-yl)methoxy)tetrahydro-2H-pyran-3-yl hydrogen phosphate
InChi Key: WBMOMCHVNLUEBA-MWYCKLIASA-N
InChi Code: 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;/h40-43,47-54,57-58,62-65H,4-39H2,1-3H3,(H,55,59)(H,56,60)(H2,66,67,68);1H3/t40-,41-,42-,43-,47-,48-,49-,50-,51-,52-,53+,54-;/m1./s1
SMILES Code: 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+]
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
| Biological target: | |
| In vitro activity: | |
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The following data is based on the product molecular weight 1,100.42 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Grabarek J, Her GR, Reinhold VN, Hawiger J. Endotoxic lipid A interaction with human platelets. Structure-function analysis of lipid A homologs obtained from Salmonella minnesota Re595 lipopolysaccharide. J Biol Chem. 1990 May 15;265(14):8117-21. PMID: 2335520.
