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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)
Maria Grabowski et al.
Biochemical pharmacology, 171, 113687-113687 (2019-11-05)
Toll-like receptor 2 (TLR2) forms heterodimers with either TLR1 or TLR6 to induce protective early inflammatory responses to pathogen- and damage-associated molecular patterns. However, excessive activation is associated with inflammatory and metabolic diseases. Several TLR2 antagonists have been described but
Jingjing Lu et al.
Frontiers in pharmacology, 13, 838873-838873 (2022-04-05)
Tetrastigma hemsleyanum Diels et Gilg (Sanyeqing, SYQ) has traditionally been used to treat inflammation, high fever and improve immune function of patients. Polysaccharides have been proved to be one of the important components of SYQ. Previous studies have confirmed the

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