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Merck

700080P

Avanti

7α,25-dihydroxycholesterol

Avanti Research - A Croda Brand

Sinónimos:

cholest-5-ene-3β,7α,25-triol

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About This Item

Fórmula empírica (notación de Hill):
C27H46O3
Número de CAS:
Peso molecular:
418.65
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 1 mg (700080P-1mg)

manufacturer/tradename

Avanti Research - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

General description

7α,25-dihydroxycholesterol (7α,25-OHC) is synthesized by the hydroxylation of cholesterol by the action of enzyme cholesterol 25-hydroxylase (CH25H) and cytochrome P450, family 7, subfamily b, polypeptide 1 (CYP7B1). The catabolic breakdown of 7α,25-OHC to bile acid precursors is catalyzed by the enzymes hydroxy-Δ-5-steroid dehydrogenase, 3β- and steroid Δ-isomerase 7 (HSD3B7).

Application

7α,25-dihydroxycholesterol has been used:
  • as a G-protein-coupled receptor 183 ( GPR183) ligand in chemotaxis assay and intracellular cytokine staining method and in fluorescence-activated cell sorting (FACS) analysis of natural killer cells
  • in oxysterol based calcium mobilization assay in Chinese hamster ovary (CHO) cells
  • in competitive radioligand binding assay of Epstein-Barr virus-induced gene 2 (EBI2) expressing COS-7 cells

Biochem/physiol Actions

7α,25-dihydroxycholesterol (7α,25-OHC) serves as an endogenous ligand for G-protein-coupled receptor 183 (GPR183) or Epstein-Barr virus-induced gene 2 (EBI2). It plays a key role in the migration of type 3 innate lymphoid cells (ILC3) in the small intestine and colon. 7α,25-OHC mediates immune cell migration functionality by their chemoattractant property. Inhibition of 7α,25-OHC synthesis leads to impairment in the migration of B cells.

Packaging

5 mL Amber Glass Screw Cap Vial (700080P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

also commonly purchased with this product

Referencia del producto
Descripción
Precios

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Gene regulatory programs conferring phenotypic identities to human NK cells
Collins PL, et al.
Cell, 176(1-2), 348-360 (2019)
Identification of structural motifs critical for epstein-barr virus-induced molecule 2 function and homology modeling of the ligand docking site
Zhang L, et al.
Molecular Pharmacology, 82(6), 1094-1103 (2012)
Oxysterol sensing through the receptor GPR183 promotes the lymphoid-tissue-inducing function of innate lymphoid cells and colonic inflammation
Emgaard J, et al.
Immunity, 48(1), 120-132 (2018)
Katharina R Beck et al.
The Journal of steroid biochemistry and molecular biology, 190, 19-28 (2019-03-25)
Oxysterols are cholesterol metabolites derived through either autoxidation or enzymatic processes. They consist of a large family of bioactive lipids that have been associated with the progression of multiple pathologies. In order to unravel (patho-)physiological mechanisms involving oxysterols, it is

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