A bacterial lipopeptide agonist of TLR2
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Pam3CSK4 (trifluoroacetate salt)

Item No. 24126

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
S-[2,3-bis[(1-oxohexadecyl)oxy]propyl]-N-(1-oxohexadecyl)-L-cysteinyl-L-seryl-L-lysyl-L-lysyl-L-lysyl-L-lysine, trifluoroacetate salt
Synonyms
  • Pam3Cys-Ser-(Lys)4
Molecular Formula
C81H156N10O13S • XCF3COOH
Formula Weight
1510.2
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Formic Acid: 1 mg/ml
SMILES
O=C(N[C@@H](CCCCN)C(N[C@H](C(O)=O)CCCCN)=O)[C@H](CCCCN)NC([C@H](CCCCN)NC([C@H](CO)NC([C@@H](NC(CCCCCCCCCCCCCCC)=O)CSCC(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O)=O)=O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C81H156N10O13S.C2HF3O2/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-55-73(93)86-72(65-105-64-66(104-75(95)57-42-39-36-33-30-27-24-21-18-15-12-9-6-3)63-103-74(94)56-41-38-35-32-29-26-23-20-17-14-11-8-5-2)80(100)91-71(62-92)79(99)89-68(52-44-48-59-83)77(97)87-67(51-43-47-58-82)76(96)88-69(53-45-49-60-84)78(98)90-70(81(101)102)54-46-50-61-85;3-2(4,5)1(6)7/h66-72,92H,4-65,82-85H2,1-3H3,(H,86,93)(H,87,97)(H,88,96)(H,89,99)(H,90,98)(H,91,100)(H,101,102);(H,6,7)/t66?,67-,68-,69-,70-,71-,72-;/m0./s1
InChi Key
VUABEPVGXYOKOG-UDFJXRDYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $222

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    Product Description

    Pam3CSK4 is a synthetic bacterial lipopeptide that binds to and acts as an agonist at toll-like receptor 2 (TLR2).1 It induces proliferation of isolated mouse spleen cells and activates lymphocytes at a concentration of 50 µg/ml.2 Pam3CSK4 is a potent immune adjuvant in mice, enhancing the response to antigen, as measured by IgM and IgG levels, when used at a dose of 200 µg/animal. It inhibits Th1 and Th2 responses, suppresses eosinophil infiltration, and induces CD4+ T cell apoptosis in a mouse model of allergic conjunctivitis.3 Pam3CSK4 (50 µg) decreases lesion size and parasite burden in genetically-resistant and -susceptible mice when administered with L. major to induce leishmaniasis.4 It also enhances Th1 responses and stimulates IL-17 production in the early phase of infection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vasselon, T., Detmers, P.A., Charron, D., et al. TLR2 recognizes a bacterial lipopeptide through direct binding. J. Immunol. 173(12), 7401-7405 (2004).

    2. Reitermann, A., Metzger, J., Wiesmüller, K.H., et al. Lipopeptide derivatives of bacterial lipoprotein constitute potent immune adjuvants combined with or covalently coupled to antigen or hapten. Biol. Chem. Hoppe Seyler 370(4), 343-352 (1989).

    3. Fukushima, A., Yamaguchi, T., Ishida, W., et al. TLR2 agonist ameliorates murine experimental allergic conjunctivitis by inducing CD4 positive T-cell apoptosis rather than by affecting the Th1/Th2 balance. Biochem. Biophys. Res. Commun. 339(4), 1048-1055 (2006).

    4. Huang, L., Hinchman, M., and Mendez, S. Coinjection with TLR2 agonist Pam3CSK4 reduces the pathology of leishmanization in mice. PLoS Negl. Trop. Dis. 9(3), e0003546 (2015).