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H1015

Sigma-Aldrich

25-Hydroxycholesterin

≥98%

Synonym(e):

5-Cholesten-3β, 25-diol

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€ 128,00
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€ 181,00
100 MG
€ 617,00

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10 MG
€ 128,00
25 MG
€ 181,00
100 MG
€ 617,00

About This Item

Empirische Formel (Hill-System):
C27H46O2
CAS-Nummer:
2140-46-7
Molekulargewicht:
402.65
Beilstein:
3161259
MDL-Nummer:
MFCD00057815
UNSPSC-Code:
41141804
eCl@ss:
39023139
PubChem Substanz-ID:
329815150
NACRES:
NA.77

€ 128,00

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Biologische Quelle

synthetic (organic)

Qualitätsniveau

200

Assay

≥98%

Form

powder

Versandbedingung

ambient

Lagertemp.

room temp

SMILES String

[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCCC(C)(O)C

InChI

1S/C27H46O2/c1-18(7-6-14-25(2,3)29)22-10-11-23-21-9-8-19-17-20(28)12-15-26(19,4)24(21)13-16-27(22,23)5/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t18-,20+,21+,22-,23+,24+,26+,27-/m1/s1

InChIKey

INBGSXNNRGWLJU-ZHHJOTBYSA-N

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Anwendung

25-Hydroxycholesterin wurde an murinen Neuroblastomzellen zur Aktivierung der ABCA1-Signalisierung[1] und in Studien über den Fettsäurestoffwechsel verwendet.[2][3]

Biochem./physiol. Wirkung

25-Hydroxycholesterin ist ein Seitenketten-Oxysterol, das Berichten zufolge die Aktivierung einer Reihe von Cholesterinmolekülen auslöst. Dadurch wird deren Bewegung von der Zellmembran zum endoplasmatischen Retikulum (ER) ausgelöst.[4] 25-Hydroxycholesterin wirkt sich auf das Immunsystem aus und spielt eine wichtige Rolle in der Pathogenese der Atherosklerose.[5]
Unterdrückt die Spaltung der das sterolregulatorische Element bindenden Proteine (SREBP). 25-Hydroxycholesterin induziert Apoptose durch Abwärtsregulation der Bcl-2-Expression und Aktivierung von Caspasen.

Angaben zur Herstellung

Eine Stammlösung aus 25-Hydroxycholesterin kann in Ethanol hergestellt und in Zellkulturmedium aufgelöst werden für eine Endkonzentration von 1 mg/ml.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000402237
0000402240
0000395043
0000327218
0000327232

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Die Dokumentenbibliothek aufrufen

25-hydroxycholesterol enhances cytokine release and toll-like receptor 3 response in airway epithelial cells
Koarai A et al
Respiratory Research, 13, doi: 10-doi: 10 (2012)
Ulf Diczfalusy
Biochimie, 95(3), 455-460 (2012-06-27)
The oxysterol 25-hydroxycholesterol is a widely used compound displaying an array of pharmacological actions in in vitro systems and cell based experimental systems. In spite of the frequent use of this compound over the last few decades and a large number
Brett N Olsen et al.
Biophysical journal, 100(4), 948-956 (2011-02-16)
Side-chain oxysterols are enzymatically generated oxidation products of cholesterol that serve a central role in mediating cholesterol homeostasis. Recent work has shown that side-chain oxysterols, such as 25-hydroxycholesterol (25-HC), alter membrane structure in very different ways from cholesterol, suggesting a
Giulia Parisio et al.
Journal of the American Chemical Society, 134(29), 12198-12208 (2012-06-29)
The transverse motion of molecules from one leaflet to the other of a lipid bilayer, or flip-flop, represents a putative mechanism for their transmembrane transport and may contribute to the asymmetric distribution of components in biomembranes. However, a clear understanding
Joelle Makoukji et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(26), 9620-9629 (2011-07-01)
Oxysterols are reactive molecules generated from the oxidation of cholesterol. Their implication in cholesterol homeostasis and in the progression of neurodegenerative disorders is well known, but few data are available for their functions in the peripheral nervous system. Our aim
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Artikel

Cholesterol Biosynthesis Regulation

Cholesterol synthesis regulation by dietary levels, LDL receptors control lipid-rich LDL particle transport in cells.

Questions

1–5 of 5 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. What is the solubility and solution storage conditions of (2-Hydroxypropyl)-β-cyclodextrin

    1 answer

    1. (2-Hydroxypropyl)-β-cyclodextrin is soluble in water up to 100 mM, and the recommended storage conditions for the prepared solution are at -20°C. It is advisable to use the solution within 1 month once prepared.

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  4. What is the solubility of 25-Hydroxycholesterol, H1015 (CAS number: 2140-46-7), and what are the storage conditions for the prepared solution?

    1 answer

    1. The solubility of 25-Hydroxycholesterol, H1015 (CAS number: 2140-46-7), is up to 20 mM in ethanol. The recommended storage for prepared solutions is at -20°C, and they should be used within 1 month of preparation.

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  5. 안녕하세요. Stock 농도는 어떻게 만들어야할까요?

    1 answer

    1. This product is soluble at 8 mg/mL in ethanol. The stock solution may then be diluted further with culture medium or workiing buffer.

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