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Key Documents

O1008

Sigma-Aldrich

Acido oleico

≥99% (GC)

Sinonimo/i:

Acido cis-9-ottadecenoico, Acido elainico

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About This Item

Formula condensata:
CH3(CH2)7CH=CH(CH2)7COOH
Numero CAS:
Peso molecolare:
282.46
Beilstein:
1726542
Numero CE:
Numero MDL:
Codice UNSPSC:
12352211
ID PubChem:
NACRES:
NA.25

Origine biologica

plant (Sunflower)

Livello qualitativo

Tensione di vapore

1 mmHg ( 176 °C)

Saggio

≥99% (GC)

Forma fisica

viscous liquid

Colore

colorless to very faintly yellow

Indice di rifrazione

n20/D 1.459 (lit.)

P. eboll.

194-195 °C/1.2 mmHg (lit.)

Punto di fusione

13-14 °C (lit.)

Solubilità

H2O: insoluble (practically)
alcohol: soluble
benzene: soluble
chloroform: soluble
oil: soluble (fixed and volatile)

Densità

0.89 g/mL at 25 °C (lit.)

applicazioni

life science and biopharma
lipidomics

Gruppo funzionale

oleic acid

Tipo di lipide

unsaturated FAs

Condizioni di spedizione

ambient

Temperatura di conservazione

−20°C

Stringa SMILE

CCCCCCCC\C=C/CCCCCCCC(O)=O

InChI

1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-
ZQPPMHVWECSIRJ-KTKRTIGZSA-N

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Descrizione generale

Oleic acid (OA), a non-essential fatty acid, is classified as monounsaturated fatty acid (MUFA) richly present in olive oil. Its quantitative removal from the mixtures of triglyceride and partial glycerides has been reported. OA is widely used as a surfactant for the stabilization of magnetic nanoparticles. Monodisperse magnetite nanoparticles (7 and 19nm) coated with OA have been prepared.

Applicazioni

Oleic acid has been used:
  • to study the effects of fatty acids on gastric cancer (GC)
  • to induce lipid droplet formation in cell culture
  • as an additive in the magnetorheological fluid preparation.
Oleic acid may be used in the preparation of 10-hydroxy octadecanoic acid and methyl ester of the 10-hydroxy octadecanoic acid.

Azioni biochim/fisiol

Oleic acid is known to improve immune function and health. Dietary supplement of this fatty acid contributes to the reduction in cholesterol levels, atherogenesis risk, blood pressure, and host versus graft response. Oleic acid has been proven to benefit autoimmune diseases by exhibiting anti-inflammatory action. It also ameliorates the condition of breast cancer. Oleic acid produces physiological effects such as protein kinase C activation in hepatocytes, uncoupling oxidative phosphorylation, and 2,4-dinitrophenol−stimulated ATPase inhibition. This action can be reversed by adding serum albumin.

Altre note

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Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Acido oleico meets analytical specification of Ph, Eur., 65.0-88.0% (GC)

Sigma-Aldrich

27728

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Sigma-Aldrich

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Palmitic acid BioXtra, ≥99%

Sigma-Aldrich

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Palmitic acid

Sodium oleate ≥99%

Sigma-Aldrich

O7501

Sodium oleate

Oleilammina technical grade, 70%

Sigma-Aldrich

O7805

Oleilammina

Elaidic acid ≥99.0% (GC)

Sigma-Aldrich

E4637

Elaidic acid

Oleic acid coating on the monodisperse magnetite nanoparticles.
Zhang L, et al.
Applied Surface Science, 253(5), 2611-2617 (2006)
THE STEREOSPECIFIC CONVERSION OF STEARIC ACID TO OLEIC ACID.
G J SCHROEPFER et al.
The Journal of biological chemistry, 240, 54-63 (1965-01-01)
P Belfrage et al.
Journal of lipid research, 10(3), 341-344 (1969-05-01)
Oleic acid has a partition coefficient, upper phase/lower phase, of 1.9 (22 degrees C) in the liquid-liquid partition system described herein. Tri-, di-, and monoolein are found almost exclusively in the lower (organic) phase. Oleic acid can be quantitatively removed
Yasutaka Kuwahara et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(2), 380-389 (2016-11-26)
One-pot reaction involving Pd-catalyzed H
Qingwen Qian et al.
Cellular and molecular gastroenterology and hepatology, 8(1), 95-110 (2019-03-31)
The lysosome is an acidic organelle that is important for maintaining cellular and metabolic homeostasis in hepatocytes. Lysosomal dysfunction and chronic inflammation coexist, and both contribute to obesity-associated hepatic insulin resistance. However, in the context of obesity, the interplay between

Articoli

Fatty acids of the n-3, n-6 and n-9 families are important supplements for cell culture systems. They are important in cell culture systems used to biomanufacture heterologous proteins, such as monoclonal antibodies.

How the unsaturated fatty acid, oleic acid and other cell culture components affect the performance of serum-free, protein-free cell culture systems used for biomanufacturing heterologous proteins including monoclonal antibodies.

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.