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C8753

Cholesteryl arachidonate

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

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C47H76O2
Numéro CAS:
604-34-2
Poids moléculaire :
673.11
NACRES:
NA.77
PubChem Substance ID:
24893099
UNSPSC Code:
12352211
MDL number:
MFCD00056441

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Nom du produit

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

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+

SMILES string

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 key

IMXSFYNMSOULQS-SXXSVFILSA-N

assay

≥95% (HPLC; detection at 205 nm)

form

viscous liquid

color

clear

functional group

ester

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

Catégories apparentées

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1 of 4

Cet article
C9253C0289C2800
Cholesteryl arachidonate ≥95% (HPLC; detection at 205 nm), viscous liquid

Sigma-Aldrich

C8753

Cholesteryl arachidonate

Cholesteryl oleate ≥98% (HPLC; detection at 205 nm)

Sigma-Aldrich

C9253

Cholesteryl oleate

Cholesteryl linoleate ≥98% (HPLC; detection at 205 nm)

Sigma-Aldrich

C0289

Cholesteryl linoleate

Cholesteryl phenylacetate ≥98% (HPLC; detection at 258 nm)

Sigma-Aldrich

C2800

Cholesteryl phenylacetate

functional group

ester

functional group

ester

functional group

ester

functional group

ester

assay

≥95% (HPLC; detection at 205 nm)

assay

≥98% (HPLC; detection at 205 nm)

assay

≥98% (HPLC; detection at 205 nm)

assay

≥98% (HPLC; detection at 258 nm)

shipped in

dry ice

shipped in

ambient

shipped in

ambient

shipped in

ambient

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

form

viscous liquid

form

powder

form

powder

form

crystalline powder

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

Application

Cholesteryl arachidoante was oxidized and used to study the biological effects.[1][2]

Biochem/physiol Actions

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.[3] 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.[4]

Preparation Note

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

Classe de stockage

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
0000508479
0000508479
0000479962
0000479962
0000456991

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
J V Hunt et al.
Atherosclerosis, 98(2), 229-239 (1993-01-25)
Flow cytometry has been examined as a method for quantitative measurement of the accumulation in macrophages of ceroid, an autofluorescent polymer composed of oxidised protein and lipid. Murine peritoneal macrophages were cultured in the presence of cholesteryl linoleate- or arachidonate-bovine
R Y Ball et al.
British journal of experimental pathology, 69(1), 43-56 (1988-02-01)
Murine resident peritoneal macrophages were maintained in cell culture in a medium containing 10% lipoprotein-deficient fetal calf serum to which various artificial lipoprotein particles (coacervates of lipid and bovine serum albumin) had been added. The uptake and intracellular fate of
M Aviram et al.
Free radical biology & medicine, 26(7-8), 892-904 (1999-05-08)
Human serum paraoxonase (PON1) can protect low density lipoprotein (LDL) from oxidation induced by either copper ion or by the free radical generator azo bis amidinopropane hydrochloride (AAPH). During LDL oxidation in both of these systems, a time-dependent inactivation of
J M Smaby et al.
Biochemistry, 20(4), 724-730 (1981-02-17)
Surface pressure--area isotherms for binary mixtures of cholesteryl octanoate, elaidate, stearate, oleate, linoleate, linolenate, and arachiodonate in mixtures with dioleoyllecithin, triolein, oleic acid, and oleoyl alcohol were measured at 24 degrees C. Analysis of the pressure and area characteristics as
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