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Merck

506350

Pam₃Cys-Ser-(Lys)4, Hydrochloride

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

別名:

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

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この商品について

実験式（ヒル表記法）:
C81H156N10O13S · 3HCl
CAS番号:
112208-00-1
分子量:
1619.61
MDL number:
MFCD06801383
UNSPSC Code:
51111800
NACRES:
NA.77
Assay:
≥90% (HPLC)
Form:
lyophilized solid
Quality level:
100
Storage condition:
OK to freeze
desiccated

主要文書

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製品名

Pam₃Cys-Ser-(Lys)4, Hydrochloride,

SMILES string

S(C[C@H](NC(=O)CCCCCCCCCCCCCCC)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)O)CC(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC

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

InChI key

OEDPHAKKZGDBEV-GFPBKZJXSA-N

assay

≥90% (HPLC)

form

lyophilized solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated

solubility

water: 2 mg/mL

shipped in

wet ice

storage temp.

−20°C

Quality Level

100

関連するカテゴリー

Application

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.

Disclaimer

Toxicity: Standard Handling (A)

General description

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.

Other Notes

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.

Preparation Note

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

Legal Information

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

保管分類

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

試験成績書（COA）

製品のロット番号・バッチ番号を入力して、試験成績書（COA） を検索できます。ロット番号・バッチ番号は、製品ラベルに「Lot」または「Batch」に続いて記載されています。

以前この製品を購入いただいたことがある場合

文書ライブラリで、最近購入した製品の文書を検索できます。

文書ライブラリにアクセスする

Dan-Ning Hu et al.
Experimental eye research, 239, 109749-109749 (2023-12-20)
Pam3CSK4 activates Toll-like receptors 2 and 1 (TLR1/2), which recognize mainly molecules from gram-positive pathogens. The effect of Pam3CSK4 on various cytokine and chemokine expression in cultured human uveal melanocytes (UM) has not been studied systematically. The purpose of this
Shikha Nayar et al.
Nature, 593(7858), 275-281 (2021-04-01)
Crohn's disease is a chronic inflammatory intestinal disease that is frequently accompanied by aberrant healing and stricturing complications. Crosstalk between activated myeloid and stromal cells is critical in the pathogenicity of Crohn's disease1,2, and increases in intravasating monocytes are correlated
Wenjie Zhu et al.
bioRxiv : the preprint server for biology (2024-05-07)
The ocular surface is a mucosal barrier tissue colonized by commensal microbes, which tune local immunity by eliciting IL-17 from conjunctival γδ T cells to prevent pathogenic infection. The commensal Corynebacterium mastitidis (C. mast) elicits protective IL-17 responses from conjunctival
Irina Balan et al.
Translational psychiatry, 11(1), 145-145 (2021-02-28)
We have shown that endogenous neurosteroids, including pregnenolone and 3α,5α-THP inhibit toll-like receptor 4 (TLR4) signal activation in mouse macrophages and the brain of alcohol-preferring (P) rat, which exhibits innate TLR4 signal activation. The current studies were designed to examine
Arpan Acharya et al.
Journal of virology (2020-12-18)
HIV persists in cellular reservoirs despite effective combined antiretroviral therapy (cART) and there is viremia flare up upon therapy interruption. Opioids modulate the immune system and suppress antiviral gene responses, which significantly impact people living with HIV (PLWH). However, the
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グローバルトレードアイテム番号

カタログ番号GTIN
506350-2MGCN04055977272475

ライフサイエンス、有機合成、材料科学、クロマトグラフィー、分析など、あらゆる分野の研究に経験のあるメンバーがおります。.

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