Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate Property

Boiling point:

519.8±50.0 °C(Predicted)

Density 

1.21±0.1 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

H2O: soluble1mg/mL, clear (warmed)

pka

13?+-.0.70(Predicted)

form 

powder

color 

white to beige

Safety

WGK Germany 

3

HS Code 

2938900000

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Isopropyl 2-(acetylamino)-2-deoxy á-D-glucopyranoside 3,4,6-triacetate Chemical Properties,Usage,Production

Uses

TLR4-IN-C34 is a new class of toll-like receptor 4 (TLR4) inhibitors, which are potential anti-inflammatory agents.

General Description

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

Biological Activity

c34 is a 2-acetamidopyranoside that inhibits tlr4 signaling in enterocytes and macrophages in vitro when used at 10 μm. it does not affect signaling through either tlr2 or tlr9[1,2].c34, used at 1 mg/kg can reduce systemic inflammation in mouse models of endotoxemia and necrotizing enterocolitis[1].c34 markedly decreases the basal expression of tnfα, as well as lps-induced inos and tnfα expression, in intestinal tissue isolated from patients with necrotizing enterocolitis[1].[1]. neal m d, jia h, eyer b, et al. discovery and validation of a new class of small molecule toll-like receptor 4 (tlr4) inhibitors. plos one, 2013, 8(6): e65779.[2]. wipf p, eyer b r, yamaguchi y, et al. synthesis of anti-inflammatory α-and β-linked acetamidopyranosides as inhibitors of toll-like receptor 4 (tlr4). tetrahedron letters, 2015, 56(23): 3097-3100.

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).

storage

Store at -20°C