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Key Documents

700078P

Avanti

7α,25-dihydroxycholesterol-d6

Avanti Research - A Croda Brand

Synonyme(s) :

26,26,26,27,27,27-hexadeutero-7α,25-dihydroxycholesterol ; 111117

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About This Item

Formule empirique (notation de Hill):
C27H40D6O3
Numéro CAS:
Poids moléculaire :
424.69
Code UNSPSC :
41141804
Nomenclature NACRES :
NA.25

Description

7α,25-dihydroxycholesterol-d6

Pureté

>99% (TLC)

Forme

powder

Conditionnement

pkg of 1 × 1 mg (700078P-1mg)

Fabricant/nom de marque

Avanti Research - A Croda Brand

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=C[C@H]2O)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCCC(O)(C([2H])([2H])[2H])C([2H])([2H])[2H]

Description générale

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). 7α,25-dihydroxycholesterol-d6 is the deuterated form of 7α,25-dihydroxycholesterol.

Application

7α,25-dihydroxycholesterol-d6 has be used as an internal standard in liquid chromatography electrospray ionization tandem mass spectrometric (LC–ESI-MS/MS) analysis of human plasma.

Actions biochimiques/physiologiques

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.

Conditionnement

5 mL Amber Glass Screw Cap Vial (700078P-1mg)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Souvent commandé avec ce produit

Code de la classe de stockage

11 - Combustible Solids

Point d'éclair (°F)

No data available

Point d'éclair (°C)

No data available


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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)
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)
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
Ratna Karuna et al.
Steroids, 99(Pt B), 131-138 (2015-02-17)
We report a straightforward sample preparation procedure and a direct liquid chromatography electrospray ionization tandem mass spectrometry (LC-ESI-MS/MS) method for the analysis of 7alpha,25-dihydroxycholesterol (7α25-OHC) and 7alpha,27-dihydroxycholesterol (7α27-OHC). By applying a slow protein precipitation approach using cold ethanol, we were

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