ChemicalBook > CAS DataBase List > PALMITOYL-CYS((RS)-2,3-DI(PALMITOYLOXY)-PROPYL)-SER-LYS-LYS-LYS-LYS-OH

PALMITOYL-CYS((RS)-2,3-DI(PALMITOYLOXY)-PROPYL)-SER-LYS-LYS-LYS-LYS-OH

Product Name
PALMITOYL-CYS((RS)-2,3-DI(PALMITOYLOXY)-PROPYL)-SER-LYS-LYS-LYS-LYS-OH
CAS No.
112208-00-1
Chemical Name
PALMITOYL-CYS((RS)-2,3-DI(PALMITOYLOXY)-PROPYL)-SER-LYS-LYS-LYS-LYS-OH
Synonyms
sine;P 3C;Pam3CSK4;Pam3CSK41;Pam3CysSK4;Pam3Cys-SKKKK;Pam3Cys-Ser-(Lys)4;PaM3Cys-Ser-(Lys)4 . 3HCl;PAM3-CYS-SER-LYS-LYS-LYS-LYS-OH;PamCys-Ser-(Lys), Hydrochloride
CBNumber
CB4345219
Molecular Formula
C81H156N10O13S
Formula Weight
1510.23
MOL File
112208-00-1.mol
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PALMITOYL-CYS((RS)-2,3-DI(PALMITOYLOXY)-PROPYL)-SER-LYS-LYS-LYS-LYS-OH Property

Boiling point:
1408.0±65.0 °C(Predicted)
Density 
1.054±0.06 g/cm3(Predicted)
storage temp. 
-15°C
solubility 
Soluble to 1 mg/ml in 50% Ethanol / H2O
form 
Lyophilized solid
pka
3.27±0.10(Predicted)
Water Solubility 
water: 2mg/mL
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
506350
Product name
PamCys-Ser-(Lys), Hydrochloride
Packaging
2mg
Price
$504
Updated
2025/07/31
Tocris
Product number
4633
Product name
Pam3CSK4
Packaging
1
Price
$182
Updated
2021/12/16
Usbiological
Product number
256160
Product name
Pam3CSK4
Packaging
1mg
Price
$432
Updated
2021/12/16
Usbiological
Product number
256161
Product name
Pam3CSK4
Packaging
100ug
Price
$460
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
PEP0004438
Product name
PAM3CYS-SER-(LYS)4
Purity
95.00%
Packaging
5MG
Price
$495.95
Updated
2021/12/16
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PALMITOYL-CYS((RS)-2,3-DI(PALMITOYLOXY)-PROPYL)-SER-LYS-LYS-LYS-LYS-OH Chemical Properties,Usage,Production

Uses

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.

General Description

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. Acts as a selective agonist of TLR2 (Toll-like receptor 2).
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 activates ERK1/2 and MEK1/2. Acts as a selective TLR-2 (Toll-like receptor 2) agonist.

Biological Activity

pam3csk4 is an agonist of toll-like receptor 1/2 (tlr1/2) [1].toll-like receptors (tlrs) are proteins that play an important role in the innate immune system. tlrs are mainly expressed in sentinel cells that recognize molecules derived from microbes and then activate immune cell responses.pam3csk4 is a tlr1/2 agonist. pam3csk4 increased tyrosine phosphorylation of plcγ2 and the adaptor protein lat in a syk- and src-dependent way. also, pam3csk4 evoked platelet activation [1].in a mouse rhinitis model sensitized to dermatophagoides farinae allergen, pam3csk4 significantly improved the nasal allergic symptoms and reduced total inflammation cells and the eosinophils in bronchoalveolar lavage fluid (balf). also, pam3csk4 significantly increased ifn-γ release and decreased the levels of il-13 and total ige [2]. pam3csk4 induced the production of both no and tnf-ɑ by macrophages [3]. in a murine asthma model challenged with ova, pam3csk4 significantly reduced eosinophilia and total inflammatory cell infiltrate in balf and inhibited the secretion of il-4 and il-5 induced by ova. also, pam3csk4 reduced the level of ige and increased the production of il-12 [4].

in vivo

Pam3CSK4 (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.

IC 50

TLR1; TLR2

storage

Store at -20°C

PALMITOYL-CYS((RS)-2,3-DI(PALMITOYLOXY)-PROPYL)-SER-LYS-LYS-LYS-LYS-OH Preparation Products And Raw materials

Raw materials

Preparation Products

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PALMITOYL-CYS((RS)-2,3-DI(PALMITOYLOXY)-PROPYL)-SER-LYS-LYS-LYS-LYS-OH Suppliers

Tocris Bioscience
Tel
--
Fax
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Email
customerservice@tocris.co.uk
Country
United Kingdom
ProdList
5726
Advantage
77
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View Lastest Price from PALMITOYL-CYS((RS)-2,3-DI(PALMITOYLOXY)-PROPYL)-SER-LYS-LYS-LYS-LYS-OH manufacturers

BOC Sciences
Product
Pam3CSK41 112208-00-1
Price
US $398.00/mg
Min. Order
5mg
Purity
98%
Supply Ability
100mg
Release date
2021-05-06

112208-00-1, PALMITOYL-CYS((RS)-2,3-DI(PALMITOYLOXY)-PROPYL)-SER-LYS-LYS-LYS-LYS-OHRelated Search:


  • PAM3-CYS-SER-LYS-LYS-LYS-LYS-OH
  • PALMITOYL-CYS((RS)-2,3-DI(PALMITOYLOXY)-PROPYL)-SER-LYS-LYS-LYS-LYS-OH
  • PamCys-Ser-(Lys), Hydrochloride
  • n-palmitoyl-s-(2,3-bis(palmitoyloxy)propyl)cysteinyl-seryl-lysyl-lysyl-lysyl-ly
  • sine
  • N-palmitoyl-S-(2,3-bis(palmitoyloxy)propyl)cysteinyl-seryl-lysyl-lysyl-lysyl-lysine
  • PaM3Cys-Ser-Lys-Lys-Lys-Lys-OH, PaM3CSK4
  • PaM3Cys-Ser-(Lys)4 . 3HCl
  • P 3C
  • Pam3CSK4
  • Pam3CysSK4
  • S-[2,3-Bis[(1-oxohexadecyl)oxy]propyl]-N-(1-oxohexadecyl)-L-cysteinyl-L-seryl-L-lysyl-L-lysyl-L-lysyl-L-lysine
  • Pam3Cys-SKKKK
  • Pam3Cys-Ser-(Lys)4
  • L-Lysine, S-[2,3-bis[(1-oxohexadecyl)oxy]propyl]-N-(1-oxohexadecyl)-L-cysteinyl-L-seryl-L-lysyl-L-lysyl-L-lysyl-
  • Pam3CSK41
  • (2S)-6-Amino-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-[(2R)-3-{[2,3-bis(hexadecanoyloxy)propyl]sulfanyl}-2-hexadecanamidopropanamido]-3-hydroxypropanamido]hexanamido]hexanamido]hexanamido]hexanoic acid
  • Pam3Cys-Ser-(Lys)4, TLR1/TLR2 agonist
  • 112208-00-1
  • C81H156N10O13S
  • Pharmaceutical