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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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
Canonical 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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