| 25(R)-27-hydroxy CholesterolLXRα and LXRβ activator |
Sample solution is provided at 25 µL, 10mM.
Nature.2017 Jan 19;541(7637):417-420.
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| Cas No. | 20380-11-4 | SDF | Download 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 |
| Physical Appearance | A crystalline solid | Shipping Condition | Evaluation sample solution : ship with blue ice.All other available size:ship with RT , or blue ice upon request |
| 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. | ||
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.
