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Key Documents

Altri documenti

C0289

Sigma-Aldrich

Cholesteryl linoleate

≥98% (HPLC; detection at 205 nm)

Sinonimo/i:

3β-Hydroxy-5-cholestene 3-linoleate, 5-Cholesten-3β-ol 3-linoleate, Cholesteryl 9,12-octadecadienoate, Cholesteryl octadecadienoate

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About This Item

Formula empirica (notazione di Hill):
C45H76O2
Numero CAS:
604-33-1
Peso molecolare:
649.08
Numero CE:
210-065-9
Numero MDL:
MFCD00003644
Codice UNSPSC:
12352211
ID PubChem:
24892247
NACRES:
NA.77

Origine biologica

synthetic (organic)

Livello qualitativo

200

Saggio

≥98% (HPLC; detection at 205 nm)

Forma fisica

powder

Gruppo funzionale

ester

Condizioni di spedizione

ambient

Temperatura di conservazione

−20°C

Stringa SMILE

CCCCC\C=C/C\C=C/CCCCCCCC(=O)O[C@H]1CC[C@]2(C)[C@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3CC=C2C1)[C@H](C)CCCC(C)C

InChI

1S/C45H76O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h11-12,14-15,26,35-36,38-42H,7-10,13,16-25,27-34H2,1-6H3/b12-11-,15-14-/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1
NAACPBBQTFFYQB-LJAITQKLSA-N

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Categorie correlate

Applicazioni

Cholesteryl linoleate was cosonicated with cholesterol to prepare dispersions were prepared to study the cholesterol to phospholipid ratio in red blood cell membrane. It was used as HPLC standard in the analysis of rat liver lipoproteins.

Azioni biochim/fisiol

Cholesteryl linoleate is a major 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.
The most abundant cholesteryl ester in low density lipoprotein (LDL).

Confezionamento

Sealed ampule

Nota sulla preparazione

Cholesteryl linoleate yields clear, colorless solution in chloroform at 100 mg/ml.

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Cholesteryl caprylate United States Pharmacopeia (USP) Reference Standard

USP

1132001

Cholesteryl caprylate

19:0 Cholesterol ester Avanti Polar Lipids LM4000, (methanol/chloroform/toluene (50:25:25) solution)

Avanti

LM4000

19:0 Cholesterol ester

Cholesteryl acetate 97%

Sigma-Aldrich

151114

Cholesteryl acetate

Cholesteryl oleyl carbonate

Sigma-Aldrich

151157

Cholesteryl oleyl carbonate

Colesterolo Sigma Grade, ≥99%

Sigma-Aldrich

C8667

Colesterolo

J Christison et al.
The Biochemical journal, 314 ( Pt 3), 739-742 (1996-03-15)
To test whether high-density lipoproteins (HDL) could aid in the removal in vivo of potentially atherogenic oxidized lipids, we perfused rat liver in situ with buffer supplemented with isolated human HDL containing small amounts of cholesteryl linoleate hydro(pero)xides [CH18:2-O(O)H]. Perfusion
Y Yamamoto
Free radical research, 33(6), 795-800 (2001-03-10)
Cholesteryl ester hydroperoxide (CE-OOH) and phosphatidylcholine hydroperoxide (PC-OOH) are the major primary oxidation products of lipoproteins. CE-OOH is present in human and rat plasmas while PC-OOH is undetectable. This is likely due to the enzymatic (plasma glutathione peroxidase) and the
J K Christison et al.
Journal of lipid research, 36(9), 2017-2026 (1995-09-01)
This study examines the cholesteryl ester transfer protein (CETP)-mediated exchange of cholesteryl linoleate hydroperoxide (Ch18:2-OOH) and cholesteryl linoleate hydroxide (Ch18:2-OH) between low density lipoprotein (LDL) and high density lipoprotein (HDL). When [3H]Ch18:2-OOH- and [3H]18:2-OH-labeled LDL were incubated at 37 degrees
Ota Samek et al.
Sensors (Basel, Switzerland), 10(9), 8635-8651 (2010-01-01)
Algae are becoming a strategic source of fuels, food, feedstocks, and biologically active compounds. This potential has stimulated the development of innovative analytical methods focused on these microorganisms. Algal lipids are among the most promising potential products for fuels as
R Mashima et al.
Journal of lipid research, 41(1), 109-115 (2000-01-11)
We have previously reported the detection of cholesteryl ester hydroperoxides, consisting mainly of cholesteryl linoleate hydroperoxides (Ch18:2-OOH), at nm levels in plasma from healthy humans (Y. Yamamoto and E. Niki, 1989. Biochem. Biophys. Res. Commun. 165: 988-993). To elucidate their
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Articoli

Cholesterol Esterification

Cholesterol undergoes esterification to improve transport. Cholesterol esters are more easily packaged into the interior of lipoproteins - increasing the quantity that can be readily transported in the blood stream.

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