700053P
Avanti
25-hydroxycholesterol-d6
Avanti Research™ - A Croda Brand
Synonym(s):
26,26,26,27,27,27-hexadeuterocholest-5-ene-3β,25-diol; 25-hydroxycholest-5-en-3-ol(d6)
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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C27H40D6O2
CAS Number:
Molecular Weight:
408.69
UNSPSC Code:
41141804
NACRES:
NA.25
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description
cholest-5-ene-3β,25-diol-d6
Assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 1 mg (700053P-1mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand
shipped in
dry ice
storage temp.
−20°C
General description
25-hydroxycholesterol (25HC) is synthesized from cholesterol in the presence of oxygen and enzyme cholesterol 25-hydroxylase and the conversion is dependent on nicotinamide adenine dinucleotide phosphate (NADPH) during toll-like receptor activation. 25HC is catabolized to 7α-hydroxylated sterol. 25-hydroxycholesterol-d6 is the deuterated form of 25-hydroxycholesterol.
Application
25-hydroxycholesterol-d6 has been used as an internal standard:
- in the quantification of 25-OHC in jejunum samples by liquid chromatography with tandem mass spectrometry (LC-MS-MS)
- in plasma samples by liquid chromatography-mass spectrometry analysis
- for calibration curve generation for plasma oxysterol quantification
Biochem/physiol Actions
25-hydroxycholesterol is a liver X receptor ligand. This bioactive lipid regulates immune response and macrophages production from monocytes. 25-HC serves as an antiviral effector and may have therapeutic potential. It reduces cholesterol biosynthesis by inactivating sterol regulatory element binding protein and inhibits HMG-CoA reductase (HMGCR). 25-HC may play a protective role in myocardial ischemia-reperfusion injury by inhibiting apoptosis and regulating mitogen-activated protein kinase (MAPK) pathway.
Packaging
5 mL Amber Glass Screw Cap Vial (700053P-1mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
Flash Point(F)
No data available
Flash Point(C)
No data available
Certificates of Analysis (COA)
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Oxysterols can contribute to proliferation of breast cancer through activation of the Estrogen Receptors, and to metastasis through activation of the Liver X Receptors. Endogenous levels of both esterified and free sidechain-hydroxylated oxysterols were examined in breast cancer tumours from
Editorial: 25-Hydroxycholesterol: a new life in immunology.
Jeffrey G McDonald et al.
Journal of leukocyte biology, 88(6), 1071-1072 (2010-12-03)
Pallavi Mukherjee et al.
Journal of lipid research, 58(8), 1636-1647 (2017-06-09)
Feeding LDL receptor (LDLR)-null mice a Western diet (WD) increased the expression of IFN-β in jejunum as determined by quantitative RT-PCR (RT-qPCR), immunohistochemistry (IHC), and ELISA (all P < 0.0001). WD also increased the expression of cholesterol 25-hydroxylase (CH25H) as
Ying Liu et al.
Journal of lipid research, 59(3), 439-451 (2018-01-05)
Cholesterol 25-hydroxylase (CH25H) catalyzes the production of 25-hydroxycholesterol (25-HC), an oxysterol that can play an important role in different biological processes. However, the mechanisms regulating CH25H expression have not been fully elucidated. In this study, we determined that CH25H is
Elizabeth S Gold et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(29), 10666-10671 (2014-07-06)
Cross-talk between sterol regulatory pathways and inflammatory pathways has been demonstrated to significantly impact the development of both atherosclerosis and infectious disease. The oxysterol 25-hydroxycholesterol (25HC) plays multiple roles in lipid biosynthesis and immunity. We recently used a systems biology
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