AdipoGen Life Sciences

MPLA (synthetic) Sterile Solution

Product Code:
 
AG-CU1-0002
Product Group:
 
Lipids
Regulatory Status:
 
RUO
Shipping:
 
Ambient
Storage:
 
Short term: +4°C. Long term: +4°C
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Chemical Structure

Chemical Structure

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AG-CU1-0002-C100100 ug£301.00
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This product comes from: Switzerland.
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Further Information

Alternate Names/Synonyms:
Monophosphoryl Lipid A; Phosphorylated Hexaacyl Disaccharide; Glycopyranoside Lipid A; Glucopyranosyl Lipid Adjuvant; GLA
Appearance:
Colourless opaque aqueous solution.
CAS:
1246298-63-4
Concentration:
0.5mg/ml stabilized in sterile, double-distilled water (ddWater), without any additives.
EClass:
32160000
Form (Short):
liquid
Formulation:
Liquid.
GHS Symbol:
GHS07
Handling Advice:
Do not freeze.Ready-made solution is cell culture-grade. Prepare diluted MPLA working solutions in water just prior to use, keep sterile.
Hazards:
H302, H312, H332
InChi:
InChI=1/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/fC96H180N2O22P.H4N/h97-98,110H;1H/q-1;+1
InChiKey:
UPAZUDUZKTYFBG-UCUVALOBDI
Long Description:
Chemical. CAS: 1246298-63-4. Formula: C96H184N3O22P. MW: 1763.47. Synthetic. Does not contain RNA, DNA or protein fragments. Toll-like receptor 4 (TLR4) activator. Activates TLR4 but does not activate TLR2 even at high concentrations. Defined structure of MPLA. Synthetic lipid A is structurally very similar to natural MPLA but does not exist in nature.
MDL:
MFCD00920789
Molecular Formula:
C96H184N3O22P
Molecular Weight:
1763.47
Other data:
Preparation of Stock Solution: To yield a 50µg/ml (500-50x) stock solution add 100µl of MPLA to 900µl endotoxin-free and sterile ddWater (Cat. No.: IAX-900-002) (not PBS) and mix well.
Package Type:
Vial
Precautions:
P261, P301, P312, P302, P352, P304, P340
Product Description:
Toll-like receptor 4 (TLR4) activator. Activates TLR4 but does not activate TLR2 even at high concentrations. Defined structure of MPLA. Synthetic lipid A is structurally very similar to natural MPLA but does not exist in nature.
Purity:
No detectable TLR4 independent activity: standardised TLR4-specific agonist.
Signal Word:
Warning
SMILES:
[NH4+].CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)N[C@@H]1[C@H](OCC2O[C@H](O)[C@@H](NC(=O)C[C@H](O)CCCCCCCCCCC)C(OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)OC(CO)[C@@H](OP(O)([O-])=O)C1OC(=O)C[C@@H](CCCCCCCCCCC)OC(=O)CCCCCCCCCCCCC
Source / Host:
Synthetic. Does not contain RNA, DNA or protein fragments.
Transportation:
Non-hazardous
UNSPSC Category:
Lipopolysaccharides
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

References

Biological activities of synthetic lipid A analogs: pyrogenicity, lethal toxicity, anticomplement activity, and induction of gelation of Limulus amoebocytelysate: K. Tanamoto, et al.; Infect. Immun. 44, 42 (1984) | Endotoxic properties of chemically synthesized lipid A part structures. Comparison of synthetic lipid A precursor and synthetic analogues with biosynthetic lipid A precursor and free lipid A: C. Galanos, et al.; Eur. J. Biochem. 140, 221 (1984) | Role of innate immune factors in the adjuvant activity of monophosphoryl lipid A: M. Martin, et al.; Infect. Immun. 71, 2498 (2003) | Cell activation by Porphyromonas gingivalis lipid A molecule through Toll-like receptor 4 and myeloid differentiation factor 88-dependent signaling pathway: M. Martin, et al.; Int. Immunol. 14, 1325 (2003) | Synthetic and natural TLR4 agonists as safe and effective vaccine adjuvants: C.B. Fox, et al.; Subcell. Biochem. 53, 303 (2010) | A synthetic adjuvant to enhance and expand immune responses to influenza vaccines: R.N. Coler, et al.; PLoS One 5, e13677 (2010) | CD14 and TRIF govern distinct responsiveness and responses in mouse microglial TLR4 challenges by structural variants of LPS: T. Regen, et al.; Brain Behav. Immun. 25, 957 (2011)