Description:
Pam3CSK4 is a TLR 1/2 agonist and a cell-permeable, water-soluble synthetic tripalmitoylated lipopeptide that mimics the acylated amino terminus of bacterial LPs. Bacterial LPs are a family of pro-inflammatory cell wall components found in both Gram-positive and Gram-negative bacteria. Pam3CSK4 is a potent activator of the pro-inflammatory transcription factor NF-κB. It induces production of TNF-α, superoxide, NO, and IL-6, stimulates phosphorylation of p100/p110 and p60 in granulocytic-differentiated HL-60 cells, promotes differentiation of naive CD4+ T cells into Th17 cells, and enhances tyrosine protein phosphorylation and activation of ERK1/2 and MEK1/2. It is used in prevention of inflammation caused by certain bacterial infection.
- Molecular Weight:1510.23
- Boiling Point:1408.0±65.0°C at 760 mmHg
- Purity:≥95%
Molecular Formula:
C81H156N10O13S
Canonical SMILES:
CCCCCCCCCCCCCCCC(=O)NC(CSCC(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(=O)NC(CO)C(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)O
InChI:
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
InChIKey:
OEDPHAKKZGDBEV-GFPBKZJXSA-N
Solubility:
Soluble to 1 mg/ml in 50% Ethanol / water
Appearance:
Lyophilized powder
Storage: Store at 2-8°C
Synonyms:
Pam3-Cys-Ser-Lys-Lys-Lys-Lys; (S)-[2,3-Bis(palmitoyloxy)-(2-RS)-propyl]-N-palmitoyl-(R)-Cys-(S)-Ser-(S)-Lys4-OH; P3CSK4; Pam3Cys-SK4; TLR1/TLR2 Agonist I; Pam3Cys-Ser-(Lys)4; Synthetic Triacylated Lipopeptide; L-Lysine, S-[2,3-bis[(1-oxohexadecyl)oxy]propyl]-N-(1-oxohexadecyl)-L-cysteinyl-L-seryl-L-lysyl-L-lysyl-L-lysyl-; L-Lysine, N2-[N2-[N2-[N2-[N-[S-[2,3-bis[(1-oxohexadecyl)oxy]propyl]-N-(1-oxohexadecyl)-L-cysteinyl]-L-seryl]-L-lysyl]-L-lysyl]-L-lysyl]-; S-[2,3-Bis[(1-oxohexadecyl)oxy]propyl]-N-(1-oxohexadecyl)-L-cysteinyl-L-seryl-L-lysyl-L-lysyl-L-lysyl-L-lysine; P 3C; Pam3Cys-SKKKK; Pam3CysSK4 Weitere Informationen finden Sie
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