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Pam2CSK4

Names

[ CAS No. ]:
868247-72-7

[ Name ]:
Pam2CSK4

[Synonym ]:
S-[(2R)-2,3-Bis(palmitoyloxy)propyl]-L-cysteinyl-L-seryl-L-lysyl-L-lysyl-L-lysyl-L-lysine
L-Lysine, S-[(2R)-2,3-bis[(1-oxohexadecyl)oxy]propyl]-L-cysteinyl-L-seryl-L-lysyl-L-lysyl-L-lysyl-

Biological Activity

[Description]:

Pam2CSK4, a lipopeptide, is a TLR6-independent TLR2 ligand and agonist. Pam2CSK4 promotes platelet aggregation, and increases platelet adhesion to collagen-coated surfaces in a TLR2/NF-κB/BTK-dependent manner. Pam2CSK4 also activates iNOS expression and NO production in mouse macrophages[1][2][3].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> Toll-like Receptor (TLR)
Research Areas >> Inflammation/Immunology

[References]

[1]. Parra-Izquierdo I, et al. The Toll-Like Receptor 2 Ligand Pam2CSK4 Activates Platelet Nuclear Factor-κB and Bruton's Tyrosine Kinase Signaling to Promote Platelet-Endothelial Cell Interactions. Front Immunol. 2021 Aug 30;12:729951.  

[2]. Kulsantiwong P, et al. Pam2CSK4 and Pam3CSK4 induce iNOS expression via TBK1 and MyD88 molecules in mouse macrophage cell line RAW264.7. Inflamm Res. 2017 Oct;66(10):843-853.  

[3]. Kaur A, et al. An efficient and scalable synthesis of potent TLR2 agonistic PAM2CSK4. RSC Adv. 2018 Mar 5;8(18):9587-9596.  

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
1302.9±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C65H126N10O12S

[ Molecular Weight ]:
1271.82

[ Flash Point ]:
741.7±34.3 °C

[ Exact Mass ]:
1270.927734

[ LogP ]:
12.33

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.518

Related Compounds