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AdipoGen Life Sciences
Pam3Cys-Ser-(Lys)4 . 3HCl
480
CHF
CHF 480.00
In stock
AG-CP3-0003-M0022 mgCHF 480.00
| Product Details | |
|---|---|
| Synonyms | Pam3Cys-Ser-(Lys)4 trihydrochloride; Pam3CSK4; Pam3Cys-SKKKK; (S)-[2,3-Bis(palmitoyloxy)-(2- RS)-propyl]-N-palmitoyl-(R)-Cys-(S)-Ser-(S)-Lys4-OH |
| Product Type | Chemical |
| Properties | |
| Formula |
C81H156N10O13S . 3HCl |
| MW | 1510.3 . 109.4 |
| CAS | 112208-04-5 |
| Source/Host Chemicals | Synthetic. |
| Purity Chemicals | Absence of detectable protein or DNA contaminants with agonistic TLR activity. |
| Appearance | Colorless powder. |
| Solubility | Soluble in water, saline or aqueous buffers at pH <7.5. |
| Reconstitution | Reconstitute in 2ml endotoxin-free water to get a 1mg/ml stock solution. Use a homogeniser or sonicator to prepare a homogenous solution. |
| Formulation | Lyophilized. |
| Concentration | 1mg/ml after reconstitution. |
| InChi Key | ZRKOETJPZDQIFB-OQOFFOABSA-N |
| Smiles | CCCCCCCCCCCCCCCC(=O)NC(CSCC(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(=O)N[C@@H](CO)C(=O)C(=O)[C@H](CCCCN)NN[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(O)=O |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice |
After reconstitution, prepare aliquots and store at -20°C. Avoid freeze/thaw cycles. |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Selective agonist of TLR1/TLR2 complex.
- Cell permeable, water soluble synthetic cationic lipohexapeptide analog of the immunologically active N-terminal portion of bacterial lipoprotein that potently activates monocytes and macrophages.
- Potent and effective immune adjuvant. Exerts strong local response, enhances IgG2a and IgG1 titers and upregulates proinflammatory and Th1 cytokine genes.
- Potent activator of the proinflammatory transcription factor NF-κB.
Product References
- Lipopeptide derivatives of bacterial lipoprotein constitute potent immune adjuvants combined with or covalently coupled to antigen or hapten: A. Reitermann, et al.; Biol. Chem. Hoppe Seyler 370, 343 (1989)
- Induction of tumor cytotoxicity in murine bone marrow-derived macrophages by two synthetic lipopeptide analogues: P. Hoffmann, et al.; Biol. Chem. Hoppe Seyler 370, 575 (1989)
- Activation of superoxide formation and lysozyme release in human neutrophils by the synthetic lipopeptide Pam3Cys-Ser-(Lys)4. Involvement of guanine-nucleotide-binding proteins and synergism with chemotactic peptides: R. Seifert, et al.; Biochem. J. 267, 795 (1990)
- Synthesis of novel immunologically active tripalmitoyl-S-glycerylcysteinyl lipopeptides as useful intermediates for immunogen preparations: J. Metzger, et al.; Int. J. Pept. Protein Res. 37, 46 (1991)
- The influence of various adjuvants on antibody synthesis following immunization with an hapten: J. Kellner, et al.; Biol. Chem. Hoppe Seyler 373, 51 (1992)
- Lipopeptides are effective stimulators of tyrosine phosphorylation in human myeloid cells: S. Offermanns, et al.; Biochem. J. 282, 551 (1992)
- Comparison of adjuvant formulations for cytotoxic T cell induction using synthetic peptides: C.E. Hioe, et al.; Vaccine 14, 412 (1996)
- Cell Activation and Apoptosis by Bacterial Lipoproteins Through Toll-like Receptor-2: A.O. Aliprantis, et al.; Science 285, 736 (1999)
- Adjuvant effects of various lipopeptides and interferon-gamma on the humoral immune response of chickens: M.H. Erhard, et al.; Poult. Sci. 79, 1264 (2000)
- Immunostimulation by the synthetic lipopeptide P3CSK4: TLR4-independent activation of the ERK1/2 signal transduction pathway in macrophages: M.R. Muller, et al.; Immunology 103, 49 (2001)
- Lipopeptide structure determines TLR2 dependent cell activation level: U. Buwitt-Beckmann, et al.; FEBS J. 272, 6354 (2005)
- TLR1- and TLR6-independent recognition of bacterial lipopeptides: U. Buwitt-Beckmann, et al.; J. Biol. Chem. 281, 9049 (2006)
- Human Langerhans cells selectively activated via Toll-like receptor 2 agonists acquire migratory and CD4+T cell stimulatory capacity: M. Peiser, et al.; J. Leukoc. Biol. 83, 1118 (2008)
- Post-injury immunosuppression and secondary infections are caused by an AIM2 inflammasome-driven signaling cascade: S. Roth, et al.; Immunity 54, 648 (2021)