4A-MPLA
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| Category | Adjuvants |
| Catalog NO. | BPG-3017 |
| Product Name | 4A-MPLA |
| CAS | 2260669-09-6 |
| Molecular Formula | C68H132N3O19P |
| Molecular Weight | 1326.76 |
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Product Information
| Description | 4A-MPLA, the synthetic antigen-adjuvant, is employed in vaccines that bolster immune responses to infectious agents and cancers. The toll-like receptor 4 (TLR4) is vigorously activated by this powerful agonist, which, when given with other adjuvants, augments vaccine effectiveness during vaccination programs intended to combat bacterial and viral infections, including tuberculosis, influenza, and meningitis. |
| Synonyms | Monophosphoryl Tetra-acyl Lipid A; α-D-Glucopyranose, 2-deoxy-6-O-[2-deoxy-2-[[(3R)-1-oxo-3-[(1-oxotetradecyl)oxy]tetradecyl]amino]-4-O-phosphono-β-D-glucopyranosyl]-2-[[(3R)-3-hydroxy-1-oxotetradecyl]amino]-, 3-[(3R)-3-hydroxytetradecanoate], ammonium salt (1:1) |
| IUPAC Name | azanium;[(2R,3S,4R,5R,6R)-6-[[(2R,3S,4R,5R,6S)-3,6-dihydroxy-5-[[(3R)-3-hydroxytetradecanoyl]amino]-4-[(3R)-3-hydroxytetradecanoyl]oxyoxan-2-yl]methoxy]-4-hydroxy-2-(hydroxymethyl)-5-[[(3R)-3-tetradecanoyloxytetradecanoyl]amino]oxan-3-yl] hydrogen phosphate |
| SMILES | CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O)NC(=O)C[C@@H](CCCCCCCCCCC)O)OC(=O)C[C@@H](CCCCCCCCCCC)O)O)CO)OP(=O)(O)[O-])O.[NH4+] |
| InChI | InChI=1S/C68H129N2O19P.H3N/c1-5-9-13-17-21-25-26-30-34-38-42-46-59(76)85-54(45-41-37-33-29-24-20-16-12-8-4)49-58(75)69-61-64(79)65(89-90(81,82)83)55(50-71)87-68(61)84-51-56-63(78)66(88-60(77)48-53(73)44-40-36-32-28-23-19-15-11-7-3)62(67(80)86-56)70-57(74)47-52(72)43-39-35-31-27-22-18-14-10-6-2;/h52-56,61-68,71-73,78-80H,5-51H2,1-4H3,(H,69,75)(H,70,74)(H2,81,82,83);1H3/t52-,53-,54-,55-,56-,61-,62-,63-,64-,65-,66-,67+,68-;/m1./s1 |
| InChIKey | KREAPURBNFKEHO-BNSRHSNQSA-N |
| Purity | 98% |
| Solubility | Soluble in Chloroform, Methanol, Water |
| Related CAS | 2260669-08-5 (free acid) |
| Appearance | White Powder |
| Shelf Life | 1 Year |
| Storage | Store at -20 °C |
| Hygroscopic | No |
| Light Sensitive | No |
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