Product Name :
24(S)-Hydroxycholesterol (CAS 474-73-7)

Synonym :
Cerebrosterol

Application :
24(S)-Hydroxycholesterol is an endogenous agonist for the nuclear receptor LXR.

CAS:
474-73-7

Purity:

Molecular Weight:
402.70

Formula :
C27H46O2

Physical state:
Solid

solubility :
Soluble in ethanol (~20 mg/ml), DMSO (10 mg/ml)(requires warming to ~40°C), DMF (~2 mg/ml), and 1:2EtOH:PBS(pH=7.2) (~0.5 mg/ml).

Shipping Condition :
Store at -20° C

Melting point:
177-180° C

SMILES:
C[C@H](CC[C@@H](C(C)C)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C

References:
:Profile of cholesterol-related sterols in aged amyloid precursor protein transgenic mouse brain. | Lütjohann, D., et al. 2002. J Lipid Res. 43: 1078-85. PMID: 12091492Rediscovery of cerebrosterol. | Björkhem, I. 2007. Lipids. 42: 5-14. PMID: 17393206Regulation of alpha- and beta-secretase activity by oxysterols: cerebrosterol stimulates processing of APP via the alpha-secretase pathway. | Famer, D., et al. 2007. Biochem Biophys Res Commun. 359: 46-50. PMID: 17532301Complex of amyloid beta peptides with 24-hydroxycholesterol and its effect on hemicholinium-3 sensitive carriers. | Kristofiková, Z., et al. 2008. Neurochem Res. 33: 412-21. PMID: 17717740Cholesterol loss during glutamate-mediated excitotoxicity. | Sodero, AO., et al. 2012. EMBO J. 31: 1764-73. PMID: 2234394424S-hydroxycholesterol in plasma: a marker of cholesterol turnover in neurodegenerative diseases. | Leoni, V. and Caccia, C. 2013. Biochimie. 95: 595-612. PMID: 23041502Potential diagnostic applications of side chain oxysterols analysis in plasma and cerebrospinal fluid. | Leoni, V. and Caccia, C. 2013. Biochem Pharmacol. 86: 26-36. PMID: 23541982The enzyme lecithin-cholesterol acyltransferase esterifies cerebrosterol and limits the toxic effect of this oxysterol on SH-SY5Y cells. | La Marca, V., et al. 2014. J Neurochem. 130: 97-108. PMID: 24620755Cholesterol metabolism and homeostasis in the brain. | Zhang, J. and Liu, Q. 2015. Protein Cell. 6: 254-64. PMID: 25682154Alterations in cholesterol metabolism as a risk factor for developing Alzheimer′s disease: Potential novel targets for treatment.Methyl 5-cyanopyrazine-2-carboxylate Chemical name | Loera-Valencia, R.Fmoc-Thr(tBu)-OH supplier , et al.PMID:33480350 2019. J Steroid Biochem Mol Biol. 190: 104-114. PMID: 30878503Allosteric Modulation of NMDARs Reverses Patients′ Autoantibody Effects in Mice. | Radosevic, M., et al. 2022. Neurol Neuroimmunol Neuroinflamm. 9: PMID: 34903638Liquid chromatography coupled to tandem mass spectrometry methods for the selective and sensitive determination of 24S-hydroxycholesterol, its sulfate, and/or glucuronide conjugates in plasma. | Brousseau, V., et al. 2022. J Mass Spectrom. 57: e4827. PMID: 35460139Sterol metabolism. 28. Biosynthesis and accumulation of cholest-5-ene-3beta, 24-diol (cerebrosterol) in developing rat brain. | Lin, YY. and Smith, LL. 1974. Biochim Biophys Acta. 348: 189-96. PMID: 4847554