Pular para o conteúdo
Merck
Todas as fotos(1)

Documentos Principais

506350

Sigma-Aldrich

Pam₃Cys-Ser-(Lys)₄, Hydrochloride

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

Sinônimo(s):

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

Faça loginpara ver os preços organizacionais e de contrato
Todas as fotos(1)

About This Item

Fórmula empírica (Notação de Hill):
C81H156N10O13S · 3HCl
Número CAS:
112208-00-1
Peso molecular:
1619.61
Número MDL:
MFCD06801383
Código UNSPSC:
51111800
NACRES:
NA.77
Preço e disponibilidade não estão disponíveis no momento.

Nome do produto

Pam₃Cys-Ser-(Lys)₄, Hydrochloride,

Ensaio

≥90% (HPLC)

Nível de qualidade

100

Formulário

lyophilized solid

fabricante/nome comercial

Calbiochem®

condição de armazenamento

OK to freeze
desiccated

solubilidade

water: 2 mg/mL

Condições de expedição

wet ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

OEDPHAKKZGDBEV-GFPBKZJXSA-N

Descrição geral

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.[1] 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.

Aplicação

Pam₃Cys-Ser-(Lys)₄, Hydrochloride has been used to stimulate MODE-K cells to access its effects on epithelial neuropilin-1 (NRP1) protein expression.[2] It has been used as a toll-like receptor 2 (TLR2) ligand to study TLR2 functionalities.[3]

Advertência

Toxicity: Standard Handling (A)

Reconstituição

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

Outras notas

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.

Informações legais

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

Já possui este produto?

Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.

Visite a Biblioteca de Documentos

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
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
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
Exibir todos os documentos relacionados

Questions

Reviews

No rating value

Active Filters

Nossa equipe de cientistas tem experiência em todas as áreas de pesquisa, incluindo Life Sciences, ciência de materiais, síntese química, cromatografia, química analítica e muitas outras.

Entre em contato com a assistência técnica