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700078P

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7α,25-dihydroxycholesterol-d6

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Sinonimo/i:

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

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1 MG
CHF 878.00

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1 MG
CHF 878.00

About This Item

Formula empirica (notazione di Hill):
C27H40D6O3
Numero CAS:
Peso molecolare:
424.69
Codice UNSPSC:
41141804
NACRES:
NA.25

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Descrizione

7α,25-dihydroxycholesterol-d6

Saggio

>99% (TLC)

Stato

powder

Confezionamento

pkg of 1 × 1 mg (700078P-1mg)

Produttore/marchio commerciale

Avanti Research - A Croda Brand

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

[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]

InChI

1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1/i2D3,3D3
BQMSKLCEWBSPPY-WWCTWMKLSA-N

Descrizione generale

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).[1] 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).[2] 7α,25-dihydroxycholesterol-d6 is the deuterated form of 7α,25-dihydroxycholesterol.

Applicazioni

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.[3]

Azioni biochim/fisiol

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.[1] Inhibition of 7α,25-OHC synthesis leads to impairment in the migration of B cells.[4]

Confezionamento

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

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Comunemente ordinati con questo prodotto

N° Catalogo
Descrizione
Determinazione del prezzo

Codice della classe di stoccaggio

11 - Combustible Solids

Punto d’infiammabilità (°F)

No data available

Punto d’infiammabilità (°C)

No data available


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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
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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