Neoseptin-3
SIGMA/SML1686 - ≥98% (HPLC)
Synonym: (αS)-α-[[4-Amino-3-[2-(4-hydroxyphenyl)ethyl]benzoyl]amino]-benzenebutanoic acid 1,1-dimethylethyl ester
CAS Number: 1622863-21-1
Empirical Formula (Hill Notation): C29H34N2O4
Molecular Weight: 474.59
Linear Formula: C29H34N2O4
Product Type: Chemical
| assay | ≥98% (HPLC) |
| color | white to beige |
| form | powder |
| optical activity | [α]/D 37 to 45°, c = 0.1 in chloroform |
| Quality Level | 100  |
| SMILES string | NC1=CC=C(C(N[C@@H](CCC2=C |
| solubility | DMSO: 15 mg/mL, clear |
| storage temp. | −20°C |
| Biochem/physiol Actions: | Neoseptin-3 is a highly efficacious and specific agonist of the mouse TLR4 (mTLR4)/myeloid differentiation factor 2 (MD-2) complex. Neoseptin-3 binds to MD2, changes the conformation of MD-2 and facilitates active TLR4/MD-2 dimer formation. Neoseptin-3 exhibits no structural similarity to lipid A. |
| Biochem/physiol Actions: | Neoseptin-3 stimulates the activity of mouse TLR4 (mTLR4)/myeloid differentiation factor 2 (mTLR) independently of CD14 (cluster of differentiation 14). This activated mTLR4/ mTLR promotes canonical myeloid differentiation primary response gene 88 (MyD88) and toll-interleukin(IL) 1 receptor (TIR) domain-containing adaptor inducing interferon (IFN)-β (TRIF)-dependent signaling. In addition, neoseptin-3 also stimulates tumor necrosis factor α (TNF-α), IL-6 and IFNβ production in a dose-dependent manner. |
| Packaging: | 5, 25 mg in glass bottle |
| Hazard statements | H413 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 12352200 |