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Pam3-Cys-OH

CAS No.:
87420-41-5
Catalog Number:
AG003TJS
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG003TJS
Chemical Name:
Pam3-Cys-OH
CAS Number:
87420-41-5
MDL Number:
MFCD00153468
IUPAC Name:
(2R)-3-[2,3-di(hexadecanoyloxy)propylsulfanyl]-2-(hexadecanoylamino)propanoic acid
InChI:
InChI=1S/C54H103NO7S/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-51(56)55-50(54(59)60)48-63-47-49(62-53(58)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)46-61-52(57)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h49-50H,4-48H2,1-3H3,(H,55,56)(H,59,60)/t49?,50-/m0/s1
InChI Key:
PZFZLRNAOHUQPH-GOOVXGPGSA-N
Properties
Complexity:
1030  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
909.746g/mol
Formal Charge:
0
Heavy Atom Count:
63  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
910.478g/mol
Monoisotopic Mass:
909.746g/mol
Rotatable Bond Count:
53  
Topological Polar Surface Area:
144A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
21.6  
Literature
Title Journal
A novel method for kinetic measurements of rare cell proliferation using Cellometer image-based cytometry. Journal of immunological methods 20120330
IL-6-inducing whole yeast-based immunotherapy directly controls IL-12-dependent CD8 T-cell responses. Journal of immunotherapy (Hagerstown, Md. : 1997) 20120101
Effect of Pam3Cys induced protection on the therapeutic efficacy of miltefosine against experimental visceral leishmaniasis. Peptides 20111001
Enhancement of toll-like receptor 2-mediated immune responses by AIMP1, a novel cytokine, in mouse dendritic cells. Immunology 20110901
Pulmonary surfactant phosphatidylglycerol inhibits Mycoplasma pneumoniae-stimulated eicosanoid production from human and mouse macrophages. The Journal of biological chemistry 20110311
Ligation of TLR2 and TLR4 on murine bone marrow-derived mesenchymal stem cells triggers differential effects on their immunosuppressive activity. Cellular immunology 20110101
Chronic pulmonary LPS tolerance induces selective immunosuppression while maintaining the neutrophilic response. Shock (Augusta, Ga.) 20100201
Stimulation of axon regeneration in the mature optic nerve by intravitreal application of the toll-like receptor 2 agonist Pam3Cys. Investigative ophthalmology & visual science 20100101
Helminth antigens modulate immune responses in cells from multiple sclerosis patients through TLR2-dependent mechanisms. Journal of immunology (Baltimore, Md. : 1950) 20091101
NK cells from tuberculous pleurisy express high ICAM-1 levels and exert stimulatory effect on local T cells. European journal of immunology 20090901
Inhibition of corneal inflammation by the TLR4 antagonist Eritoran tetrasodium (E5564). Investigative ophthalmology & visual science 20090301
Toll-like receptor 2 and 4 response and expression on monocytes decrease rapidly in patients undergoing arterial surgery and are related to preoperative smoking. Shock (Augusta, Ga.) 20090101
A novel anti-mycobacterial function of mitogen-activated protein kinase phosphatase-1. BMC immunology 20090101
Dectin-1 synergizes with TLR2 and TLR4 for cytokine production in human primary monocytes and macrophages. Cellular microbiology 20081001
A systemic granulomatous response to Schistosoma mansoni eggs alters responsiveness of bone-marrow-derived macrophages to Toll-like receptor agonists. Journal of leukocyte biology 20080201
Self-adjuvanting lipopeptide vaccines. Current medicinal chemistry 20080101
Syk-dependent ERK activation regulates IL-2 and IL-10 production by DC stimulated with zymosan. European journal of immunology 20070601
Activation-induced FOXP3 in human T effector cells does not suppress proliferation or cytokine production. International immunology 20070401
Human monocytoid cells as a model to study Toll-like receptor-mediated activation. Journal of immunological methods 20060630
Bruton's tyrosine kinase is required for TLR2 and TLR4-induced TNF, but not IL-6, production. Journal of immunology (Baltimore, Md. : 1950) 20060315
Toll-like receptor 2 controls expansion and function of regulatory T cells. The Journal of clinical investigation 20060201
Improved intranasal immunization with live-attenuated measles virus after co-inoculation of the lipopeptide MALP-2. Vaccine 20050915
Pathogenesis of Lyme neuroborreliosis: mitogen-activated protein kinases Erk1, Erk2, and p38 in the response of astrocytes to Borrelia burgdorferi lipoproteins. Neuroscience letters 20050801
Attenuated pathogenesis of polymicrobial peritonitis in mice after TLR2 agonist pre-treatment involves ST2 up-regulation. International immunology 20050801
TLR-dependent activation stimuli associated with Th1 responses confer NK cell stimulatory capacity to mouse dendritic cells. Journal of immunology (Baltimore, Md. : 1950) 20050701
Role of TLR in B cell development: signaling through TLR4 promotes B cell maturation and is inhibited by TLR2. Journal of immunology (Baltimore, Md. : 1950) 20050601
Nucleotide-binding oligomerization domain-2 modulates specific TLR pathways for the induction of cytokine release. Journal of immunology (Baltimore, Md. : 1950) 20050515
Dose-dependent activation of microglial cells by Toll-like receptor agonists alone and in combination. Journal of neuroimmunology 20050201
Activation of toll-like receptor (TLR)2, TLR4, and TLR9 in the mammalian cornea induces MyD88-dependent corneal inflammation. Investigative ophthalmology & visual science 20050201
IL-10 released by concomitant TLR2 stimulation blocks the induction of a subset of Th1 cytokines that are specifically induced by TLR4 or TLR3 in human dendritic cells. Journal of immunology (Baltimore, Md. : 1950) 20041215
Diesel exhaust particles increase LPS-stimulated COX-2 expression and PGE2 production in human monocytes. Journal of leukocyte biology 20040501
Triggering receptor expressed on myeloid cells-1 in neutrophil inflammatory responses: differential regulation of activation and survival. Journal of immunology (Baltimore, Md. : 1950) 20040415
The induction of Toll-like receptor tolerance enhances rather than suppresses HIV-1 gene expression in transgenic mice. Journal of leukocyte biology 20040301
Cutting edge: activation of Toll-like receptor 2 induces a Th2 immune response and promotes experimental asthma. Journal of immunology (Baltimore, Md. : 1950) 20040301
Soluble forms of Toll-like receptor (TLR)2 capable of modulating TLR2 signaling are present in human plasma and breast milk. Journal of immunology (Baltimore, Md. : 1950) 20031215
Cutting edge: distinct Toll-like receptor 2 activators selectively induce different classes of mediator production from human mast cells. Journal of immunology (Baltimore, Md. : 1950) 20030215
Toll-like receptor 4 and Toll-IL-1 receptor domain-containing adapter protein (TIRAP)/myeloid differentiation protein 88 adapter-like (Mal) contribute to maximal IL-6 expression in macrophages. Journal of immunology (Baltimore, Md. : 1950) 20021115
The proinflammatory CD14+CD16+DR++ monocytes are a major source of TNF. Journal of immunology (Baltimore, Md. : 1950) 20020401
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