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4A-MPLA

CAS No. CAS No.: 2260669-09-6
Cat No. Cat No.: BPG-3017
Purity Purity: 98%
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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.

Category Adjuvants
Molecular Formula C68H132N3O19P
Molecular Weight 1326.76
Appearance White Powder
Storage Store at -20 °C
4A-MPLA

Structure of 2260669-09-6

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  • Specification
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)
IUPACName 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
CanonicalSMILES 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
RelatedCAS 2260669-08-5 (free acid)
ShelfLife 1 Year
Hygroscopic No
LightSensitive No

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