CAS 112208-00-1|Pam3Cys-Ser-(Lys)4

Introduction：Basic information about CAS 112208-00-1|Pam3Cys-Ser-(Lys)4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NamePam3Cys-Ser-(Lys)4
CAS Number112208-00-1Molecular Weight1619.61000
Density1.054g/cm3Boiling Point1408ºC at 760mmHg
Molecular FormulaC81H156N10O13SMelting Point/
MSDS/Flash Point805.3ºC

Names

Name(2S)-6-amino-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2R)-3-[2,3-di(hexadecanoyloxy)propylsulfanyl]-2-(hexadecanoylamino)propanoyl]amino]-3-hydroxypropanoyl]amino]hexanoyl]amino]hexanoyl]amino]hexanoyl]amino]hexanoic acid
SynonymMore Synonyms

Pam3Cys-Ser-(Lys)4 BiologicalActivity

DescriptionPam3CSK4 is a toll-like receptor 1/2 (TLR1/2) agonist with an EC50 of 0.47 ng/mL for human TLR1/2[1].
Related CatalogSignaling Pathways >>Immunology/Inflammation >>Toll-like Receptor (TLR)Research Areas >>InfectionResearch Areas >>Inflammation/Immunology
In VitroPam3CSK4 is a TLR1/2 heterodimer recognises triacylated lipopeptides[1]. Pam3CSK4 (1 μg/mL) enhances the antibacterial functions of granulocyte macrophage-colony stimulating factor (GM-CSF) induced neutrophils to Methicillin-resistant Staphylococcus aureus[2].
In VivoPam3CSK4 (5 mg/kg; i.p.; once a day for 9 days) alters brain, spleen and liver weights in neonatal mice[3]. Animal Model: Time-mated pregnant C57BL/6 wild-type mice; B6.129-Tlr2tm1Kir/J (TLR2 -deficient) mice[3] Dosage: 5 mg/kg Administration: Intraperitoneally (i.p.); once a day for 9 days Result: After repeated administration from postnatal day (PND3) to PND11, brain weight was decreased compared with endotoxin-free saline-treated animals at PND12. Decreased volume of cerebral gray matter, white matter in the forebrain and cerebellar molecular layer that was accompanied by an increase in spleen and liver weight at PND12.
References

[1]. Irvine KL, et al. The molecular basis for recognition of bacterial ligands at equine TLR2, TLR1 and TLR6. Vet Res. 2013 Jul 4;44:50.

[2]. Chen Y, et al. TLR2 agonist Pam3CSK4 enhances the antibacterial functions of GM-CSF induced neutrophils to methicillin-resistant Staphylococcus aureus. Microb Pathog. 2019 May;130:204-212.

[3]. Du X, et al. Systemic stimulation of TLR2 impairs neonatal mouse brain development. PLoS One. 2011 May 6;6(5):e19583.

Chemical & Physical Properties

Density1.054g/cm3
Boiling Point1408ºC at 760mmHg
Molecular FormulaC81H156N10O13S
Molecular Weight1619.61000
Flash Point805.3ºC
Exact Mass1617.09000
PSA414.11000
LogP20.67280
Vapour Pressure0mmHg at 25°C
Index of Refraction1.509
InChIKeyVUABEPVGXYOKOG-UDFJXRDYSA-N
SMILESCCCCCCCCCCCCCCCC(=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.O=C(O)C(F)(F)F
Storage condition2-8°C

Synonyms

Pam3CSK4
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