≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Desiccated Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Mifamurtide sodium (MTP-PE sodium), an analog of the muramyl dipeptide (MDP), is a nonspecific immunomodulator by stimulating the immune response activating macrophages and monocytes. Mifamurtide sodium, an orphan agent, is a specific ligand of NOD2 used as an insulin sensitizer. Mifamurtide sodium has the potential for osteosarcoma research
In Vitro
Mifamurtide sodium (MTP-PE sodium; 100 µM) induces a reduction of MG63 cells number when co-cultured with macrophages. Mifamurtide sodium (100 µM) increases both the M1 polarization marker iNOS and the M2 polarization marker CD206 mRNAs; both pro-inflammatory (IL-1β, IL-6) and anti-inflammatory (IL-4, IL-10) cytokines. Mifamurtide sodium increases the iron transporter DMT1 protein. L-mifamurtide sodium (5, 5000 nM; for 48 hours) alone has no direct effect on the proliferation rate of the two osteosarcoma cell lines MOS-J and KHOS in vitro or in vivo. Mifamurtide sodium acts as a nonspecific immunomodulator by activating macrophages and monocytes related to the upregulation of tumoricidal activity and secretion of pro-inflammatory cytokines including tumor necrosis factor (TNF)-a, interleukin (IL)-1, IL-6, IL-8, IL-12, nitric oxide (NO), prostaglandin E2 (PGE2) and PGD2. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
Mifamurtide sodium (MTP-PE sodium; 1 mg/kg; i.v.; twice per week for 4 weeks) causes a trend of diminished spontaneous lung metastasis dissemination . Mifamurtide sodium (50 μg/mouse) improves glucose tolerance during endotoxemia in mice. Mifamurtide sodium (equivalent to 20 μg MDP; 4 times per week for 5 weeks) improves glucose tolerance in HFD-fed mice without altering body mass. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: C57BL/6, BALB/c mice with KHOS osteosarcoma cells Dosage: 1 mg/kg Administration: IV; twice per week for 4 weeks Result: Caused a trend of diminished spontaneous lung metastasis dissemination in xenogeneic (KHOS) and syngeneic (MOS-J) models.
Form:Solid
IC50& Target:NOD2
| Sonrisas canónicas | CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCCNC(=O)C(C)NC(=O)CCC(C(=O)N)NC(=O)C(C)NC(=O)C(C)OC(C(C=O)NC(=O)C)C(C(CO)O)O)OC(=O)CCCCCCCCCCCCCCC.[Na+] |
|---|---|
| IUPAC Name | sodium;2-[[(2S)-2-[[(4R)-4-[[(2S)-2-[[(2R)-2-[(2R,3R,4R,5R)-2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl]oxypropanoyl]amino]propanoyl]amino]-5-amino-5-oxopentanoyl]amino]propanoyl]amino]ethyl [(2R)-2,3-di(hexadecanoyloxy)propyl] phosphate |
| InChIKey | LRSAONQAUPMYDK-XNLRRNFISA-M |
| INCHI | 1S/C59H109N6O19P.Na/c1-7-9-11-13-15-17-19-21-23-25-27-29-31-33-52(71)80-41-47(84-53(72)34-32-30-28-26-24-22-20-18-16-14-12-10-8-2)42-82-85(78,79)81-38-37-61-57(75)43(3)62-51(70)36-35-48(56(60)74)65-58(76)44(4)63-59(77)45(5)83-55(54(73)50(69)40-67)49(39-66)64-46(6)68;/h39,43-45,47-50,54-55,67,69,73H,7-38,40-42H2,1-6H3,(H2,60,74)(H,61,75)(H,62,70)(H,63,77)(H,64,68)(H,65,76)(H,78,79);/q;+1/p-1/t43-,44-,45+,47+,48+,49-,50+,54+,55+;/m0./s1 |
| Isómeros SMILES | CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCCNC(=O)[C@H](C)NC(=O)CC[C@H](C(=O)N)NC(=O)[C@H](C)NC(=O)[C@@H](C)O[C@H]([C@H](C=O)NC(=O)C)[C@@H]([C@@H](CO)O)O)OC(=O)CCCCCCCCCCCCCCC.[Na+] |
| CAS alternativo | 90825-43-7 |
| PubChem CID | 76972714 |
| Términos de entrada MeSH | CGP 19835 A;CGP-19835A;Mepact;mifamurtide;mifamurtide acid;mifamurtide anhydrous;mifamurtide free acid anhydrous;mifamurtide sodium;mifamurtide sodium salt;MLV 19835;muramyl tripeptide phosphatidylethanolamine;muramyl tripeptide phosphatidylethanolamine, |
| Peso molecular | 1259.48 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Clase | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Peptides |
| Direct Parent | Dipeptides |
| Alternative Parents | N-acyl-phosphatidylethanolamines Glutamine and derivatives N-acyl-alpha amino acids and derivatives Alpha amino acid amides Hexoses Alanine and derivatives Monosaccharide phosphates Phosphoethanolamines Aminosaccharides Dialkyl phosphates Fatty acid esters Dicarboxylic acids and derivatives N-acyl amines Acetamides Secondary carboxylic acid amides Carboxylic acid esters Primary carboxylic acid amides Secondary alcohols Polyols Dialkyl ethers Organic zwitterions Hydrocarbon derivatives Organonitrogen compounds Organopnictogen compounds Primary alcohols Aldehydes Organic sodium salts Organic oxides |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Alpha-dipeptide - N-acyl-phosphatidylethanolamine - Glycero-3-phospho-n-acyl-ethanolamine - Glutamine or derivatives - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - Hexose monosaccharide - Alanine or derivatives - Monosaccharide phosphate - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Glycerophospholipid - Phosphoethanolamine - Fatty acid ester - Amino saccharide - Dialkyl phosphate - Monosaccharide - Alkyl phosphate - Organic phosphoric acid derivative - Fatty amide - Fatty acyl - N-acyl-amine - Phosphoric acid ester - Dicarboxylic acid or derivatives - Acetamide - Primary carboxylic acid amide - Secondary alcohol - Secondary carboxylic acid amide - Carboxylic acid ester - Carboxamide group - Dialkyl ether - Organic alkali metal salt - Ether - Polyol - Organic zwitterion - Organic salt - Organic sodium salt - Aldehyde - Alcohol - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Primary alcohol - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Aliphatic acyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. |
| External Descriptors | Not available |
| Solubilidad | DMSO : 50 mg/mL (39.70 mM; Need ultrasonic) |
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