506350

Pam₃Cys-Ser-(Lys)₄, Hydrochloride

≥90% (HPLC), lyophilized solid, TLR1/TLR2 agonist, Calbiochem^®

• Sinônimo(s): Pam₃Cys-Ser-(Lys)₄, Hydrochloride, (S)-[2,3-Bis(palmitoyloxy)-(2-RS)-propyl]-N-palmitoyl-(R)-Cys-(S)-Ser-(S)-Lys₄-OH, 3HCl, P₃CSK₄, 3HCl, Pam₃Cys-SK₄, 3HCl, Pam3CSK4, TLR1/TLR2 Agonist I
• Fórmula empírica (Notação de Hill): C₈₁H₁₅₆N₁₀O₁₃S · 3HCl
• Número CAS: 112208-00-1
• Peso molecular: 1619.61
• Código UNSPSC: 51111800
• NACRES: NA.77

Propriedades

• product name: Pam₃Cys-Ser-(Lys)₄, Hydrochloride,
• Ensaio: ≥90% (HPLC)
• Nível de qualidade: 100
• forma: lyophilized solid
• fabricante/nome comercial: Calbiochem^®
• condição de armazenamento: OK to freeze; desiccated
• solubilidade: water: 2 mg/mL
• Condições de expedição: wet ice
• temperatura de armazenamento: −20°C
• InChI: 1S/C81H156N10O13S/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/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)/t66?,67-,68-,69-,70-,71-,72-/m0/s1
• chave InChI: OEDPHAKKZGDBEV-GFPBKZJXSA-N

Descrição

Descrição geral

Pam3CSK4 is a selective toll-like receptor 1/2 (TLR1/2) agonist used in the investigation of TLR1/2 function. It is a synthetic lipopeptide for TLR1/2 and mimics the acylated amino terminus of bacterial lipopeptides. Pam3CSK4, with its three lipid chains, facilitates receptor heterodimerization. The two ester-bound lipid chains are inserted into a pocket in TLR2, while the amide-bound lipid chain is inserted into a hydrophobic channel in TLR1. In the context of human uveitis, endophthalmitis, and experimental uveitis models, Pam3CSK4 triggers the expression and secretion of various cytokines and chemokines in intraocular fluids and/or tissues. A cell-permeable, water-soluble synthetic cationic lipohexapeptide analog of the immunologically active N-terminal portion of bacterial lipoprotein that potently activates monocytes and macrophages. Induces the release of IL-1, IL-6, TNF-α, superoxide, and NO. Promotes the translocation of NF-κB, enhances tyrosine protein phosphorylation and activation of ERK1/2 and MEK1/2.

Aplicação

Pam₃Cys-Ser-(Lys)₄, Hydrochloride has been used to stimulate MODE-K cells to access its effects on epithelial neuropilin-1 (NRP1) protein expression. It has been used as a toll-like receptor 2 (TLR2) ligand to study TLR2 functionalities.

Advertência

Toxicity: Standard Handling (A)

Reconstituição

Following reconstitution, aliquot and freeze (-20°C). Avoid freeze/thaw cycles of solutions.

Outras notas

Barrenschee, M., et al. 2010. PLoS One.5, e13889.
Zahringer, U., et al. 2008. Immunology.213, 205.
Toshchakov, V., et al. 2002. Nat. Immunol.3, 392.
Muller, M.R., et al. 2001. Immunology103, 49.
Vergne, I., and Cezanne, L. 1999. Eur. J. Biochem.264, 369.
Diaz-Guerra, M.J., et al. 1996. J. Biol. Chem.271, 30114.
Offermanns, S., et al. 1992. Biochem. J.282, 551.
Seifert, R., et al. 1990. Biochem. J.267, 795.
Hoffmann, P., et al. 1989. Biol. Chem. Hoppe. Seyler.370, 575.

Informações legais

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 1
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable