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Merck

700035P

Avanti

7β-hydroxycholesterol

Avanti Research - A Croda Brand

Synonym(e):

cholest-5-ene-3b,7b-diol; 110809

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About This Item

Empirische Formel (Hill-System):
C27H46O2
CAS-Nummer:
Molekulargewicht:
402.65
UNSPSC-Code:
12352211
NACRES:
NA.25

Beschreibung

cholest-5-en-3β,7β-diol

Assay

>99% (TLC)

Form

powder

Verpackung

pkg of 1 × 10 mg (700035P-10mg)
pkg of 1 × 25 mg (700035P-25mg)
pkg of 1 × 5 mg (700035P-5mg)

Hersteller/Markenname

Avanti Research - A Croda Brand

Versandbedingung

dry ice

Lagertemp.

−20°C

InChI

1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20?,21-,22+,23+,24+,25+,26+,27-/m1/s1

InChIKey

OYXZMSRRJOYLLO-ISPKDCJXSA-N

Allgemeine Beschreibung

7β-hydroxycholesterol (7β-OHC) is an oxysterol synthesized by the oxidation of the low-density lipoprotein (LDL). It is primarily catabolized to bile acid in the liver.

Anwendung

7β-hydroxycholesterol has been used:
  • as an internal oxysterol standard in liquid chromatography–mass spectrometry (LC-MS) for the quantification of sterols associated with cholesterol biosynthesis in neurospheres post inhibitor AY9944 treatment
  • to reconstitute high-density lipoprotein (HDL) for anti-apoptotic studies in insulinoma cell line INS1e
  • as a cholesterol oxidation product standard in ultra high-performance liquid chromatography (UHPLC) coupled with high- resolution quadrupole time-of-flight (Q-TOF) mass spectrometry

Biochem./physiol. Wirkung

7β-hydroxycholesterol (7β-OHC) favors apoptosis via caspase 8 based mitochondrial pathway. It also hinders cancer cell survival by generating reactive oxygen species(ROS). The levels of 7β-OHC are elevated in the cerebrospinal fluid of multiple sclerosis and Alzheimer′s disease (AD) patients. 7β-OHC also promotes oxiapoptophagy and demyelination. It activates mitogen-activated protein kinases and modulates intracellular Ca2+ homeostasis and may contribute to the disorganization of Golgi and endoplasmic reticulum membranes.

Verpackung

5 mL Amber Glass Screw Cap Vial (700035P-10mg)
5 mL Amber Glass Screw Cap Vial (700035P-25mg)
5 mL Amber Glass Screw Cap Vial (700035P-5mg)

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

auch häufig zusammen mit diesem Produkt gekauft

Produkt-Nr.
Beschreibung
Preisangaben

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Kunden haben sich ebenfalls angesehen

Amira Zarrouk et al.
Biochimie, 153, 210-219 (2018-07-14)
Some oxysterols resulting either from enzymatic oxidation or autoxidation of cholesterol are associated with age-related diseases including neurodegenerative diseases. Among these oxysterols, 7β-hydroxycholesterol (7β-OHC) is often found at increased levels in patients. It is therefore important to identify molecules or
Mustafa Yalcinkaya et al.
Journal of lipid research (2020-01-08)
Loss of pancreatic β-cell mass and function as a result of sustained endoplasmic reticulum (ER) stress is a core step in the pathogenesis of diabetes mellitus type 2. The complex control of β-cells and insulin production involves hedgehog signaling pathways
Josi Herron et al.
Current protocols in toxicology, 78(1), e65-e65 (2018-10-16)
Cholesterol and cholesterol-derived oxysterols are critical for embryonic development, synapse formation and function, and myelination, among other biological functions. Indeed, alterations in levels of cholesterol, sterol precursors, and oxysterols result in a variety of developmental disorders, emphasizing the importance of

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