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MedKoo Cat#: 581007 | Name: Pam3CSK4 HCl

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Pam3CSK4 is a TLR1/2 agonist. Pretreatment of Pam3CSK4 attenuates inflammatory responses caused by systemic infection of methicillin-resistant Staphylococcus aureus in mice. Combination of poly I:C and Pam3CSK4 enhances activation of B cells in vitro and boosts antibody responses to protein vaccines in vivo.

Chemical Structure

Pam3CSK4 HCl
Pam3CSK4 HCl
CAS#112208-00-1

Theoretical Analysis

MedKoo Cat#: 581007

Name: Pam3CSK4 HCl

CAS#: 112208-00-1

Chemical Formula: C81H159Cl3N10O13S

Exact Mass: 0.0000

Molecular Weight: 1619.63

Elemental Analysis: C, 60.07; H, 9.90; Cl, 6.57; N, 8.65; O, 12.84; S, 1.98

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Synonym
Pam3CSK4; Pam3CSK4 HCl; Palmitoyl-Cys((RS)-2,3-di(palmitoyloxy)-propyl)-Ser-Lys-Lys-Lys-Lys-OH, Pam3CSK4 | Pam3-Cys-Ser-Lys-Lys-Lys-Lys
IUPAC/Chemical Name
Palmitoyl-Cys((RS)-2,3-di(palmitoyloxy)-propyl)-Ser-Lys-Lys-Lys-Lys-OH trihydrochloride
InChi Key
LBBMJOSYFJWKTM-PXSLIBMESA-N
InChi Code
InChI=1S/C81H156N10O13S.3ClH/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-55-73(93)86-71(65-105)80(100)91(62-66(104-75(95)57-42-39-36-33-30-27-24-21-18-15-12-9-6-3)64-103-74(94)56-41-38-35-32-29-26-23-20-17-14-11-8-5-2)72(63-92)79(99)89-69(53-45-49-60-84)77(97)87-67(51-43-47-58-82)76(96)88-68(52-44-48-59-83)78(98)90-70(81(101)102)54-46-50-61-85;;;/h66-72,92,105H,4-65,82-85H2,1-3H3,(H,86,93)(H,87,97)(H,88,96)(H,89,99)(H,90,98)(H,101,102);3*1H/t66?,67-,68-,69-,70-,71-,72-;;;/m0.../s1
SMILES Code
O=C(N[C@@H](CCCCN)C(N[C@@H](CCCCN)C(N[C@@H](CCCCN)C(N[C@@H](CCCCN)C(O)=O)=O)=O)=O)[C@H](CO)N(C([C@@H](NC(CCCCCCCCCCCCCCC)=O)CS)=O)CC(OC(CCCCCCCCCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O.[H]Cl.[H]Cl.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,619.63 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kwon KW, Jang WY, Kim JW, Noh JK, Yi DK, Cho JY. Anti-Inflammatory Effect of Meriania hexamera Sprague by Targeting Syk Kinase in NF-κB Signaling. Plants (Basel). 2023 Aug 24;12(17):3044. doi: 10.3390/plants12173044. PMID: 37687291; PMCID: PMC10490091. 2: Lee D, Kim JW, Lee CY, Oh J, Hwang SH, Jo M, Kim SA, Choi W, Noh JK, Yi DK, Song M, Kim HG, Cho JY. Guettarda crispiflora Vahl Methanol Extract Ameliorates Acute Lung Injury and Gastritis by Suppressing Src Phosphorylation. Plants (Basel). 2022 Dec 16;11(24):3560. doi: 10.3390/plants11243560. PMID: 36559672; PMCID: PMC9784507. 3: Chen H, Hong YH, Woo BY, Hong YD, Manilack P, Souladeth P, Jung JH, Lee WS, Jeon MJ, Kim T, Hossain MA, Yum J, Kim JH, Cho JY. Cocculus hirsutus ameliorates gastric and lung injuries by suppressing Src/Syk. Phytomedicine. 2021 Dec;93:153778. doi: 10.1016/j.phymed.2021.153778. Epub 2021 Sep 27. PMID: 34628239. 4: Jo M, Lee J, Kim HG, Kim JK, Kim H, Shin KK, Bach TT, Eum SM, Lee JS, Choung ES, Yang Y, Kim KH, Sung GH, Yoo BC, Cho JY. Anti-inflammatory effect of Barringtonia angusta methanol extract is mediated by targeting of Src in the NF-κB signalling pathway. Pharm Biol. 2021 Dec;59(1):799-810. doi: 10.1080/13880209.2021.1938613. PMID: 34190667; PMCID: PMC8253214. 5: Jo M, Yi YS, Cho JY. Archidendron lucidum Exerts Anti-Inflammatory Effects by Targeting PDK1 in the NF-κB Pathway. Am J Chin Med. 2020;48(2):429-444. doi: 10.1142/S0192415X20500226. Epub 2020 Mar 11. PMID: 32160757. 6: Hwang SH, Lorz LR, Yi DK, Noh JK, Yi YS, Cho JY. Viburnum pichinchense methanol extract exerts anti-inflammatory effects via targeting the NF-κB and caspase-11 non-canonical inflammasome pathways in macrophages. J Ethnopharmacol. 2019 Dec 5;245:112161. doi: 10.1016/j.jep.2019.112161. Epub 2019 Aug 13. PMID: 31419499. 7: Kim HG, Choi S, Lee J, Hong YH, Jeong D, Yoon K, Yoon DH, Sung GH, Lee S, Hong S, Yi YS, Kim JH, Cho JY. Src Is a Prime Target Inhibited by Celtis choseniana Methanol Extract in Its Anti-Inflammatory Action. Evid Based Complement Alternat Med. 2018 Mar 14;2018:3909038. doi: 10.1155/2018/3909038. PMID: 29725354; PMCID: PMC5872597. 8: Figueiredo MD, Vandenplas ML, Hurley DJ, Moore JN. Differential induction of MyD88- and TRIF-dependent pathways in equine monocytes by Toll-like receptor agonists. Vet Immunol Immunopathol. 2009 Jan 15;127(1-2):125-34. doi: 10.1016/j.vetimm.2008.09.028. Epub 2008 Oct 11. PMID: 19019456. 9: Goos M, Zech WD, Jaiswal MK, Balakrishnan S, Ebert S, Mitchell T, Carrì MT, Keller BU, Nau R. Expression of a Cu,Zn superoxide dismutase typical for familial amyotrophic lateral sclerosis increases the vulnerability of neuroblastoma cells to infectious injury. BMC Infect Dis. 2007 Nov 12;7:131. doi: 10.1186/1471-2334-7-131. PMID: 17997855; PMCID: PMC2211486.

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