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25(R)-27-hydroxy Cholesterol Catalog No.GC13887

LXRα and LXRβ activator

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1 mg
$54.00
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5 mg
$189.00
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Sample solution is provided at 25 µL, 10mM.

Quality Control

Quality Control & SDS

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Protocol

Cell experiment:

Stock solutions of 27-Hydroxycholesterol are prepared in 100% ethanol and stored at −80°C. 27-Hydroxycholesterol stock solution is dissolved in appropriate volumes of media to prepare the working solutions of 1 μM.

Animal experiment:

Proliferation assays are conducted on black 96 well plates using a commercial kit which quantifies cell number using DNA content and membrane integrity. LNCaP and PC3 cells are treated with 1 µM 27-Hydroxycholesterol for 48 hours[2].

References:

[1]. DuSell CD, et al. 27-hydroxycholesterol is an endogenous selective estrogen receptor modulator. Mol Endocrinol. 2008 Jan;22(1):65-77.
[2]. Raza S, et al. The cholesterol metabolite 27-hydroxycholesterol stimulates cell proliferation via ERβ in prostate cancer cells. Cancer Cell Int. 2017 May 11;17:52.
[3]. Kimbung S, et al. Impact of 27-hydroxylase (CYP27A1) and 27-hydroxycholesterol in breast cancer. Endocr Relat Cancer. 2017 Jul;24(7):339-349.
[4]. Fu X, et al. 27-hydroxycholesterol is an endogenous ligand for liver X receptor in cholesterol-loaded cells. J Biol Chem. 2001 Oct 19;276(42):38378-87.

Chemical Properties

Cas No. 20380-11-4 SDF
Synonyms (25R)-26-hydroxy cholesterol
Chemical Name (25R)-cholest-5-ene-3β,26-diol
Canonical SMILES O[C@@H]1CC2=CC[C@]3([H])[C@@](CC[C@]4([C@@]3([H])CC[C@]4([H])[C@@H](CCC[C@@H](C)CO)C)C)([H])[C@](C)2CC1
Formula C27H46O2 M.Wt 402.7
Solubility ≤20mg/ml in ethanol;0.1mg/ml in DMSO;2mg/ml in dimethyl formamide Storage Store at -20°C
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Evaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request
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Background

25(R)-27-hydroxy Cholesterol ((25R)-26-hydroxy cholesterol) is the naturally occurring isomer of the endogenous the endogenous 27-hydroxycholesterol. And approximately 80% is the naturally occurring (25R) isomer [1][2]. 27-hydroxycholesterol is an endogenous ligand of liver X receptor with EC50 values of 85 and 71 nM for LXRα and LXRβ, respectively [2][3].

The liver x receptors (LXRα and LXRβ) are nuclear hormone receptors that are important regulators of cholesterol and fatty acid metabolism [2].

27-hydroxycholesterol is synthesized by a mitochondrial P-450 enzyme that appears to be widely distributed in tissues [1]. 27-hydroxycholestero1 can inhibit both cholesterol synthesis and low density lipoprotein (LDL) receptor activity [1]. In cholesterol-loaded human macrophage cells, 27-hydroxycholestero1 is an endogenous ligand for LXRs with Kd values of 85 and 71 nM for LXRα and LXRβ, respectively [3]. In human fibroblasts, low density lipoprotein cholesterol is converted to 27-hydroxycholesterol, which was sufficient to reduce the activity of HMG-CoA reductase [4].

References:
[1].  Javitt NB. 26-Hydroxycholesterol: synthesis, metabolism, and biologic activities. J Lipid Res. 1990 Sep;31(9):1527-33.
[2].  Fu X, Menke JG, Chen Y, et al. 27-hydroxycholesterol is an endogenous ligand for liver X receptor in cholesterol-loaded cells. J Biol Chem. 2001 Oct 19;276(42):38378-87.
[3].  Zhang Y, Mangelsdorf DJ. LuXuRies of lipid homeostasis: the unity of nuclear hormone receptors, transcription regulation, and cholesterol sensing. Mol Interv. 2002 Apr;2(2):78-87.
[4].  Axelson M, Larsson O. Low density lipoprotein (LDL) cholesterol is converted to 27-hydroxycholesterol in human fibroblasts. Evidence that 27-hydroxycholesterol can be an important intracellular mediator between LDL and the suppression of cholesterol production. J Biol Chem. 1995 Jun 23;270(25):15102-10.