For research use only. Not for therapeutic Use.
Monophosphoryl lipid A (Glucopyranosyl lipid A) is a toll-like receptor 4 agonist. Monophosphoryl lipid A is derived from the cell wall of nonpathogenic Salmonella. Monophosphoryl lipid A can be used for the research of immunization and vaccine[1].
Monophosphoryl lipid A (100 μg/ml, 2 hours; dendritic cells) induces NF-κB activation and modulates TLR2[2].
Monophosphoryl lipid A (5~100 μg/ml, 24 hours; dendritic cells) induces IL-12 production by human[2].
Increasing the amount of Monophosphoryl lipid A (from 0.1 to 1 μg), the percentage of matured BMDCs also increased[1]. Monophosphoryl lipid A up-regulates dendritic cells surface markers. Monophosphoryl lipid A enhances T cell responses. Monophosphoryl lipid A (CD4 T cells) increases calcium mobilization of activated T cells[2].
The generated Monophosphoryl lipid A has been shown to activate APC and to enhance the generation of both Th1- and Th2-specific immune response in mice[2].
| Catalog Number | I032738 |
| CAS Number | 1246298-63-4 |
| Synonyms | 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]-2-(hydroxymethyl)-5-[[(3R)-3-tetradecanoyloxytetradecanoyl]amino]-4-[(3R)-3-tetradecanoyloxytetradecanoyl]oxyoxan-3-yl] hydrogen phosphate |
| Molecular Formula | C96H184N3O22P |
| Purity | ≥95% |
| InChI | InChI=1S/C96H181N2O22P.H3N/c1-7-13-19-25-31-37-39-45-51-57-63-69-85(104)114-79(67-61-55-49-43-35-29-23-17-11-5)73-84(103)98-90-94(119-88(107)74-80(68-62-56-50-44-36-30-24-18-12-6)115-86(105)70-64-58-52-46-40-38-32-26-20-14-8-2)92(120-121(110,111)112)81(75-99)117-96(90)113-76-82-91(108)93(118-87(106)72-78(101)66-60-54-48-42-34-28-22-16-10-4)89(95(109)116-82)97-83(102)71-77(100)65-59-53-47-41-33-27-21-15-9-3;/h77-82,89-96,99-101,108-109H,7-76H2,1-6H3,(H,97,102)(H,98,103)(H2,110,111,112);1H3/t77-,78-,79-,80-,81-,82-,89-,90-,91-,92-,93-,94-,95+,96-;/m1./s1 |
| InChIKey | UPAZUDUZKTYFBG-HNPUZVNISA-N |
| SMILES | CCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCC)CC(=O)NC1C(C(C(OC1OCC2C(C(C(C(O2)O)NC(=O)CC(CCCCCCCCCCC)O)OC(=O)CC(CCCCCCCCCCC)O)O)CO)OP(=O)(O)[O-])OC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC.[NH4+] |
| Reference | [1]. Cheng R, et al. Recombination Monophosphoryl Lipid A-Derived Vacosome for the Development of Preventive Cancer Vaccines. ACS Appl Mater Interfaces. 2020;12(40):44554-44562. [2]. Ismaili J, et al. Monophosphoryl lipid A activates both human dendritic cells and T cells. J Immunol. 2002;168(2):926-932. |
