GLPBio

7α-hydroxy Cholesterol

Catalog No.: GC49443Purity:>98.00%Synonyms: 7β-Hydroxycholesterol, 7β-OHC
7α-Hydroxycholesterin ist ein Cholesterinoxid und wird sowohl durch enzymatische als auch nicht-enzymatische Oxidation gebildet.

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7α-hydroxy Cholesterol
Cas No.: 566-26-7
10mM (in 1mL DMSO)In Stock
$106.00
1
1mgIn Stock
$38.00
1
5mgIn Stock
$96.00
1
10mgIn Stock
$168.00
1

Zitate (Citations)

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    632, 686–694 (2024)
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    618, 1017–1023 (2023)
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    Nature
    610, 366–372 (2022)
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    Cell
    187(9):2288-2304 (2024)
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    Cell
    183(7):1867-1883 (2020)
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    31, 1291–1307 (2021)

Beschreibung (Description)

7α-hydroxy Cholesterol is an endogenous oxidized cholesterol metabolite. 7α-hydroxy Cholesterol serves as a key rate-limiting intermediate in the bile acid biosynthesis pathway and a potential biomarker for lipid peroxidation. 7α-hydroxy Cholesterol can be used in research related to cardiovascular metabolic diseases such as atherosclerosis, as well as long-acting anti-tumor immunotherapy using TCR-T cells[1-4].

In vitro, 7α-hydroxy Cholesterol (5μg/ml) was applied to treat THP-1 monocytes for 6-48 hours. 7α-hydroxy Cholesterol significantly upregulated the expression of pattern recognition receptors (TLR6 and CD14) and chemokines (CCL2, CCL3, and CCL4). 7α-hydroxy Cholesterol enhanced cellular immune responses to PAMPs (such as FSL-1 and LPS) and immune cell migration, while simultaneously activating the phosphorylation of the Akt, Src, ERK1/2, and NF-κB signaling pathways[5]. 7α-hydroxy Cholesterol (12.5-100ng/ml) was used to treat HeLa cells for 24 hours, followed by stimulation with pyolysin for 2 hours. 7α-hydroxy Cholesterol significantly inhibited lactate dehydrogenase (LDH) leakage and cytolysis. 7α-hydroxy Cholesterol prevented the activation of MAPK cell stress responses and limited alterations in the cytoskeleton[6].

References:
[1] Cho HR, Son Y, Kim SM, et al. 7α-Hydroxycholesterol induces monocyte/macrophage cell expression of interleukin-8 via C5a receptor. PLoS One. 2017 Mar 21;12(3):e0173749.
[2] Crosignani A, Zuin M, Allocca M, et al. Oxysterols in bile acid metabolism. Clin Chim Acta. 2011 Nov 20;412(23-24):2037-45.
[3] Kim BY, Son Y, Kim BJ, et al. Atheroma-Relevant 7-Oxysterols Differentially Upregulate Cd14 Expression. Int J Mol Sci. 2023 Jun 23;24(13):10542.
[4] Nury T, Samadi M, Zarrouk A, et al. Improved synthesis and in vitro evaluation of the cytotoxic profile of oxysterols oxidized at C4 (4α- and 4β-hydroxycholesterol) and C7 (7-ketocholesterol, 7α- and 7β-hydroxycholesterol) on cells of the central nervous system. Eur J Med Chem. 2013;70:558-67.
[5] Son Y, Kim BY, Kim M, et al. Glucocorticoids Impair the 7α-Hydroxycholesterol-Enhanced Innate Immune Response. Immune Netw. 2023 Oct 19;23(5):e40.
[6] Ormsby TJR, Owens SE, Clement L, et al. Oxysterols Protect Epithelial Cells Against Pore-Forming Toxins. Front Immunol. 2022 Jan 26;13:815775.

Protokoll (Protocol)

Cell experiment [1]:

Cell lines

HeLa cells (human epithelial immortal cell line)

Preparation Method

HeLa cells were maintained in complete DMEM supplemented with 10% fetal bovine serum (FBS) at 37.5°C in humidified air with 5% CO₂. HeLa cells were seeded at 4 x 10⁴ cells/well in 24-well plates and cultured until 70% confluent. Then, cells were treated with 7α-hydroxy Cholesterol (12.5-100ng/ml) in serum-free medium.

Reaction Conditions

12.5-100ng/ml; 24h

Applications

7α-hydroxy Cholesterol reduced pyolysin-induced lactate dehydrogenase (LDH) leakage and cytolysis. 7α-hydroxy Cholesterol also prevented potassium ion leakage, mitogen-activated protein kinase (MAPK) cell stress responses, and limited alterations in the cytoskeleton.

References:
[1] Ormsby TJR, Owens SE, Clement L, et al. Oxysterols Protect Epithelial Cells Against Pore-Forming Toxins. Front Immunol. 2022 Jan 26;13:815775.

Produktdokumente (Product Documents)

Purity:>98.00%Appearance:A solid

Chemische Eigenschaften (Chemical Properties)

CAS-Nr.
566-26-7
Synonyme
7β-Hydroxycholesterol, 7β-OHC
Chemischer Name
cholest-5-ene-3β,7α-diol
SMILES
O[C@H](C1)CC[C@@]2(C)C1=C[C@@H](O)[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCCC(C)C
Summenformel
C27H46O2
Molekulargewicht
402.7
Löslichkeit
DMF: 2 mg/ml, DMSO: 0.1 mg/ml, Ethanol: 20 mg/ml
Lagerung
Store at -20°C, protect from light
Allgemeine Hinweise
Wählen Sie anhand der Löslichkeitsdaten des Produkts ein geeignetes Lösungsmittel. Aliquotieren Sie die Stammlösung nach der Herstellung, um wiederholte Gefrier-Auftau-Zyklen zu vermeiden.
Verwenden Sie Stammlösungen bei Lagerung bei -80°C innerhalb von 6 Monaten bzw. bei -20°C innerhalb von 1 Monat.
Zur Verbesserung der Löslichkeit das Röhrchen auf 37°C erwärmen und für eine angemessene Dauer beschallen.
Versandbedingungen
Evaluierungsmuster werden mit Kühlakkus versandt. Andere verfügbare Größen werden bei Raumtemperatur oder auf Anfrage mit Kühlakkus versandt.

Rechner (Calculators)Molarität / Verdünnung / Molekulargewicht / Einheitenumrechnung / In-vivo-Formulierung / Löslichkeit

g/mol

Reviews

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