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Key Documents

SML3817

Sigma-Aldrich

TLR2-IN-C29

≥98% (HPLC)

Synonym(s):

3-[[(2-Hydroxy-3-methoxyphenyl)methylene]amino]-2-methylbenzoic acid, C29

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About This Item

Empirical Formula (Hill Notation):
C16H15NO4
CAS Number:
Molecular Weight:
285.29
UNSPSC Code:
51111800
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

Assay

≥98% (HPLC)

form

powder

color

yellow to orange

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

O=C(C1=C(C)C(N=CC2=C(O)C(OC)=CC=C2)=CC=C1)O

Biochem/physiol Actions

TLR2-IN-C29 is a toll/IL-1 receptor resistance (TIR) domain BB loop-targeting, selective toll-like receptor 2 (TLR2) antagonist that inhibits both human TLR2/1 and TLR2/6-mediated signaling (IC50 = 37.6/19.7 μM against 50 ng/mL Pam3CSK/Pam2CSK-induced reporter signal, respectively, using HEK293T TLR2/6 or TLR2/1 transfectants), while blocking only murine TLR2/1-, but not murine TLR2/6-, mediated signaling (1h 25-50 μM C29 treatment prior to 50 ng P3C/mL or 100 ng P2C/mL for 1h in murine macrophages), nor signaling induced by other TLR agonists and TNF-α.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Inhibition of TLR2 signaling by small molecule inhibitors targeting a pocket within the TLR2 TIR domain
Proceedings of the National Academy of Sciences of the USA, 112(17), 5455-5460 (2015)

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