MedKoo Cat#: 412665 | Name: 3A-MPLA
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

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.

Chemical Structure

3A-MPLA
3A-MPLA
CAS#1699735-80-2

Theoretical Analysis

MedKoo Cat#: 412665

Name: 3A-MPLA

CAS#: 1699735-80-2

Chemical Formula: C54H106N3O17P

Exact Mass: 1099.7260

Molecular Weight: 1100.42

Elemental Analysis: C, 58.94; H, 9.71; N, 3.82; O, 24.72; P, 2.81

Price and Availability

Size Price Availability Quantity
1mg USD 3,850.00 2 Weeks
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Related CAS #
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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

Preparing Stock Solutions

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.

Recalculate based on batch purity %
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
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.