SML1686

Neoseptin-3

≥98% (HPLC)

• Synonym(e): (αS)-α-[[4-Amino-3-[2-(4-hydroxyphenyl)ethyl]benzoyl]amino]-benzenebutanoic acid 1,1-dimethylethyl ester
• Empirische Formel (Hill-System): C₂₉H₃₄N₂O₄
• CAS-Nummer: 1622863-21-1
• Molekulargewicht: 474.59
• UNSPSC Code: 12352200
• PubChem Substance ID: 329826015
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: powder

Eigenschaften

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D 37 to 45°, c = 0.1 in chloroform
• color: white to beige
• solubility: DMSO: 15 mg/mL, clear
• storage temp.: −20°C
• SMILES string: NC1=CC=C(C(N[C@@H](CCC2=CC=CC=C2)C(OC(C)(C)C)=O)=O)C=C1CCC3=CC=C(O)C=C3
• InChI: 1S/C29H34N2O4/c1-29(2,3)35-28(34)26(18-12-20-7-5-4-6-8-20)31-27(33)23-14-17-25(30)22(19-23)13-9-21-10-15-24(32)16-11-21/h4-8,10-11,14-17,19,26,32H,9,12-13,18,30H2,1-3H3,(H,31,33)/t26-/m0/s1
• InChI key: OACODUCFPHHCIH-SANMLTNESA-N

Beschreibung

Biochem/physiol Actions

Highly efficacious and specific agonist of mouse TLR4/MD-2

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.

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.

Sicherheitshinweise

• Gefahrencodes: H413
• Sicherheitshinweise: P273 - P501
• Hazard Classifications: Aquatic Chronic 4
• Lagerklasse: 11 - Combustible Solids
• Was ist los?: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable