128136

7α, 25-dihydroxycholesterol

• Synonym(e): 7α, 25-dihydroxycholesterol, EBI2 agonist, EBI2 Activator, GPR183 Activator, 7alpha,25-OHC
• Empirische Formel (Hill-System): C₂₇H₄₆O₃
• CAS-Nummer: 64907-22-8
• Molekulargewicht: 418.65
• MDL-Nummer: MFCD20488904
• UNSPSC-Code: 12352211
• NACRES: NA.77

Eigenschaften

• Assay: ≥98% (HPLC)
• Qualitätsniveau: 100
• Form: powder
• Hersteller/Markenname: Calbiochem^®
• Lagerbedingungen: OK to freeze; protect from light
• Farbe: white
• Löslichkeit: DMSO: 25 mg/mL
• Versandbedingung: wet ice
• Lagertemp.: −20°C
• SMILES String: O[C@H]1[C@H]2[C@H]3[C@@]([C@H](CC3)[C@@H](CCCC(O)(C)C)C)(CC[C@@H]2[C@]4(CC[C@@H](CC4=C1)O)C)C
• InChIKey: BQMSKLCEWBSPPY-IKVTXIKFSA-N

Beschreibung

Allgemeine Beschreibung

A highly potent and specific oxysterol EBI2 (GPR183) agonist with a kd of 450 pM in a saturation binding analysis, and activates EBI2 (EC₅₀=140 pM compared with 2.1nM for its enantiomer 7b,25-OHC) in a GTP-γ assay. Dose-dependenty suppresses forskolin-induced cAMP accumulation in EBI2-expressing SK-N-MC/CRE-β galactosidase cell line with an IC₅₀ of 2 nM, but not in control cells. Stimulates migration of LPS-activated spleen B cells and T cells in a dose-dependent manner. In addition, pharmacological inhibition of its biosynthesis in vivo by Clotrimazole, a CYP7B1inhibitor promotes the migration of adoptively transferred pre-activated B cells to the T/B boundary, mimicking the phenotype of pre-activated B cells from EBI2-deficient mice.

Verpackung

Packaged under inert gas

Warnhinweis

Toxicity: Standard Handling (A)

Rekonstituierung

Following reconstitution, aliquot and freeze (-20°C. Stock solutions are stable for up to 3 months at -20°C.

Sonstige Hinweise

Liu, C., et al. 2011. Nature475, 519.

Rechtliche Hinweise

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable