C8753

Cholesteryl arachidonate

Name: Cholesteryl arachidonate
Brand: SIGMA
Price: 204 EUR

≥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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10 MG

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A propos de cet article

Formule empirique (notation de Hill) :

C₄₇H₇₆O₂

Numéro CAS:

604-34-2

Poids moléculaire :

673.11

Numéro MDL:

MFCD00056441

Code UNSPSC :

12352211

ID de substance PubChem :

24893099

Nomenclature NACRES :

NA.77

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Niveau de qualité

200

Essai

≥95% (HPLC; detection at 205 nm)

Forme

viscous liquid

Couleur

clear

Groupe fonctionnel

ester

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne 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+

Clé InChI

IMXSFYNMSOULQS-SXXSVFILSA-N

Catégories apparentées

Produits biochimiques

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1 of 4

Cet article	C9253	C0289	C2800
Sigma-Aldrich C8753 Cholesteryl arachidonate	Sigma-Aldrich C9253 Cholesteryl oleate	Sigma-Aldrich C0289 Cholesteryl linoleate	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]

Actions biochimiques/physiologiques

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]

Notes préparatoires

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

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number

0000508479

0000479962

0000456991

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Specificity of the ferrous oxidation of xylenol orange assay: analysis of autoxidation products of cholesteryl arachidonate.

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

Cholesteryl hydroperoxyoctadecadienoate from oxidized low density lipoprotein inactivates platelet-derived growth factor.

M Van Heek et al.

The Journal of biological chemistry, 273(31), 19405-19410 (1998-07-25)

Both oxidized low density lipoprotein (ox-LDL) and platelet-derived growth factor (PDGF) have been implicated in the genesis of various inflammatory responses, including atherosclerosis. We demonstrate here a novel interaction between specific oxidized lipids derived from ox-LDL and PDGF. The lipid

Flow cytometric measurement of ceroid accumulation in macrophages.

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

Ceroid accumulation by murine peritoneal macrophages exposed to artificial lipoproteins: ultrastructural observations.

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

Microquantification of cholesterol and cholesteryl esters in rat peritoneal macrophages by reverse-phase high-performance liquid chromatography.

N Araki et al.

Analytical biochemistry, 185(2), 339-345 (1990-03-01)

A simple and rapid method for the microquantification of cholesterol and cholesteryl esters by reverse-phase high performance liquid chromatography has been established. Comparison of elution patterns of authentic cholesterol and cholesteryl esters revealed that a mu Bondasphere reverse-phase C8 (300-A)

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Cholesterol Esterification

Cholesterol esterification enhances transport efficiency in lipoproteins for increased blood stream transport.

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