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3A-MPLA

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Category Adjuvants
Catalog NO. BPG-3016
Product Name 3A-MPLA
CAS 1699735-80-2
Molecular Formula C54H106N3O17P
Molecular Weight 1100.40
3A-MPLA
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Product Information

Description Monophosphoryl lipid A (MPLA) is an analog of the lipid A moiety. It is regarded as a detoxified derivative of the lipopolysaccharide (LPS). MPLA is a natural agonist for the toll-like receptor-4 (TLR4). 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.
Synonyms Monophosphoryl Tri-acyl Lipid A
IUPAC Name azanium;[(3S,5S,6R)-4-hydroxy-2-(hydroxymethyl)-5-[[(3R)-3-tetradecanoyloxytetradecanoyl]amino]-6-[[(3S,5S,6S)-3,4,6-trihydroxy-5-[[(3R)-3-hydroxytetradecanoyl]amino]oxan-2-yl]methoxy]oxan-3-yl] hydrogen phosphate
Canonical SMILES CCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCC)CC(=O)NC1C(C(C(OC1OCC2C(C(C(C(O2)O)NC(=O)CC(CCCCCCCCCCC)O)O)O)CO)OP(=O)(O)[O-])O.[NH4+]
InChI 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
InChIKey WBMOMCHVNLUEBA-UPPRWESDSA-N
Purity >99%
Appearance Powder
Shelf Life 1 Year
Storage Store at -20°C
Exact Mass 1099.726
Hygroscopic No
Light Sensitive No
Percent Composition C 58.94%, H 9.71%, N 3.82%, O 24.72%, P 2.81%

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