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SML0832

Sigma-Aldrich

TLR4-IN-C34

≥98% (HPLC), toll-like receptor 4TLR4 inhibitor, powder

Synonym(s):

2-Acetamidopyranoside, C34, Isopropyl 2-(acetylamino)-2-deoxy α-D-glucopyranoside 3,4,6-triacetate

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About This Item

Empirical Formula (Hill Notation):
C17H27NO9
CAS Number:
40592-88-9
Molecular Weight:
389.40
UNSPSC Code:
51111800
NACRES:
NA.77

Key Documents

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Product Name

TLR4-IN-C34, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 1 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

N([C@H]1[C@H](O[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)COC(=O)C)OC(C)C)C(=O)C

InChI

1S/C17H27NO9/c1-8(2)24-17-14(18-9(3)19)16(26-12(6)22)15(25-11(5)21)13(27-17)7-23-10(4)20/h8,13-17H,7H2,1-6H3,(H,18,19)/t13-,14-,15-,16-,17+/m1/s1

InChI key

KMIQMFHPUJUDMC-HHARLNAUSA-N

General description

TLR4-IN-C34 is an inhibitor of toll-like receptor 4 (TLR4) in vitro and in vivo.

Application

TLR4-IN-C34 has been used as an inhibitor in the HFD-feeding mice to verify the aforementioned in vitro pathway (stearic acid/LDH-a/cytokines) in vivo.

Biochem/physiol Actions

TLR4-IN-C34 is a potent and specific inhibitor of toll-like receptor 4 (TLR4), which inhibits TLR4 signaling in vivo and in vitro. TLR4-IN-C34, also known as C34, is an aminomonosaccharide that inhibits TLR4 signaling by docking with the hydrophobic pocket of the TLR4 co-receptor, myeloid differentiation protein-2 (MD-2). C34 has been shown to diminish the severity of experimental necrotizing enterocolitis (NEC).
TLR4-IN-C34 is a potent and specific inhibitor of toll-like receptor 4 (TLR4).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
024M4760V

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Peter Wipf et al.
Tetrahedron letters, 56(23), 3097-3100 (2015-08-04)
The low-molecular weight isopropyl 2-acetamido-α-glucoside 16 (C34) inhibits toll-like receptor 4 (TLR4) in enterocytes and macrophages in vitro, and reduces systemic inflammation in mouse models of endotoxemia and necrotizing enterocolitis. We used a copper(II)-mediated solvolysis of anomeric oxazolines and an
Elikanah Olusayo Adegoke et al.
Journal of applied toxicology : JAT, 39(6), 832-843 (2019-01-24)
This study investigated the pharmacological inhibition of the toll-like receptor 4 (TLR4) genes as a measure to attenuate microcystin-LR (MC-LR) reproductive toxicity. Bovine Sertoli cells were pretreated with TLR4-IN-C34 (C34) for 1 hour. Thereafter the pretreated and non-pretreated Sertoli cells were
Stearic acid induces proinflammatory cytokine production partly through activation of lactate-HIF1α pathway in chondrocytes.
Miao H, et al.
Scientific Reports, 5, 13092-13092 (2015)
Elikanah Olusayo Adegoke et al.
Journal of applied toxicology : JAT, 39(6), 832-843 (2019-01-24)
This study investigated the pharmacological inhibition of the toll-like receptor 4 (TLR4) genes as a measure to attenuate microcystin-LR (MC-LR) reproductive toxicity. Bovine Sertoli cells were pretreated with TLR4-IN-C34 (C34) for 1 hour. Thereafter the pretreated and non-pretreated Sertoli cells were
Eric Wildon Kostuk et al.
Journal of neuroinflammation, 15(1), 139-139 (2018-05-13)
Parkinson's disease (PD) is characterized by selective degeneration of dopaminergic (DA) neurons of the substantia nigra pars compacta (SN) while neighboring ventral tegmental area (VTA) DA neurons are relatively spared. Mechanisms underlying the selective protection of the VTA and susceptibility
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