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C8753

Sigma-Aldrich

Cholesteryl arachidonate

≥95% (HPLC; detection at 205 nm), viscous liquid

Sinónimos:

3β-Hydroxy-5-cholestene 3-arachidonate, 5-Cholesten-3β-ol 3-arachidonate, Cholesteryl eicosatetraenoate

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About This Item

Fórmula empírica (notación de Hill):
C47H76O2
Número de CAS:
604-34-2
Peso molecular:
673.11
Número MDL:
MFCD00056441
Código UNSPSC:
12352211
ID de la sustancia en PubChem:
24893099
NACRES:
NA.77

Nivel de calidad

200

Ensayo

≥95% (HPLC; detection at 205 nm)

Formulario

viscous liquid

color

clear

grupo funcional

ester

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

CCCCC\C=C\C\C=C\C\C=C\C\C=C\CCCC(=O)OC1CCC2(C)C3CCC4(C)C(CCC4C3CC=C2C1)C(C)CCCC(C)C

InChI

1S/C47H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h11-12,14-15,17-18,20-21,28,37-38,40-44H,7-10,13,16,19,22-27,29-36H2,1-6H3/b12-11+,15-14+,18-17+,21-20+

Clave InChI

IMXSFYNMSOULQS-SXXSVFILSA-N

Aplicación

Cholesteryl arachidoante was oxidized and used to study the biological effects.

Acciones bioquímicas o fisiológicas

Cholesteryl arachidonate is a cholesterol ester found associated with the neutral core of low density lipoprotein. Receptor-LDL complexes are taken up by lysosomes and hydrolyzed to release cholesterol from the esters. The enzyme acid cholesteryl ester hydrolase is responsible for the hydrolysis of cholesteryl esters; a defective enzyme can result in the formation of atherosclerotic lesions in humans.

Nota de preparación

Cholesteryl arachidonate is a clear, colorless viscous liquid in chloroform.

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000395089
0000390541
0000390541
0000323658
0000395089

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C Pollaud et al.
Biochimica et biophysica acta, 1259(3), 211-219 (1995-12-07)
The aim of our work was to evaluate the influence of native low density lipoproteins (LDL) and LDL chemically modified by acetylation (acLDL) on incorporation and release of arachidonic acid (AA) in rat peritoneal macrophages. Compared to a control group
N P Odushko et al.
Kardiologiia, 24(10), 90-93 (1984-10-01)
The blood serum of coronary and liver patients was shown to display a similar increase in the relative levels of cholesterololeate and a some what less marked elevation in the content of cholesterol esters with saturated fatty acids. The cholesterollinoleate
J L Kerwin et al.
Lipids, 31(11), 1179-1188 (1996-11-01)
Lagenidium giganteum, a facultative parasite of mosquito larvae, cannot synthesize sterols, and requires an exogenous source of these lipids in order to enter its reproductive cycle. This parasite grows vegetatively in the absence of sterols, but requires cholesterol or structurally
The mobility of cholesteryl esters in native and reconstituted low density lipoprotein as monitored by nuclear magnetic resonance spectroscopy.
P A Kroon et al.
The Journal of biological chemistry, 256(11), 5340-5344 (1981-06-10)
Huiyong Yin et al.
Analytical biochemistry, 313(2), 319-326 (2003-02-28)
Autoxidation of polyunsaturated fatty acids and esters leads to a complex mixture containing hydroperoxides and cyclic peroxides. The oxidation mixture of cholesteryl arachidonate, which has been characterized by a variety of mass spectrometry techniques, was subject to analysis by conventional
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