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544-35-4

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544-35-4 Usage

Chemical Description

Ethyl linoleate is a fatty acid ester, while rosmarinic acid is a natural polyphenol found in various plants.

Uses

Different sources of media describe the Uses of 544-35-4 differently. You can refer to the following data:
1. Labelled Ethyl Linoleate (E924300). A fatty acid alkyl ester used in the vitamin industry.
2. ethyl linoleate (vitamin F) is an emollient and an essential fatty acid.
3. Ethyl linoleate can be used as a drying agent for alkyd paints. It can also form N2,3-ethenoguanine via reaction with deoxyguanosine.

Definition

ChEBI: A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of linoleic acid with the hydroxy group of ethanol.

General Description

Ethyl linoleate can undergo auto-oxidation in the presence of the catalyst manganese(II)acetylacetonate.

Flammability and Explosibility

Nonflammable

Biochem/physiol Actions

Ethyl linoleate solated from Oxalis triangularis inhibits forskolin-induced melanogenesis and tyrosinase activity in mouse B16 melanoma cells . This anti-melanogenic effect is mediated by inhibiting cAMP production.

Check Digit Verification of cas no

The CAS Registry Mumber 544-35-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 4 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 544-35:
(5*5)+(4*4)+(3*4)+(2*3)+(1*5)=64
64 % 10 = 4
So 544-35-4 is a valid CAS Registry Number.
InChI:InChI=1/C20H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h8-9,11-12H,3-7,10,13-19H2,1-2H3/b9-8+,12-11+

544-35-4 Well-known Company Product Price

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  • USP

  • (1265843)  Ethyllinoleate  United States Pharmacopeia (USP) Reference Standard

  • 544-35-4

  • 1265843-1ML

  • 4,647.24CNY

  • Detail

544-35-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl linoleate

1.2 Other means of identification

Product number -
Other names 9,12-Octadecadienoic acid (Z,Z)-, ethyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:544-35-4 SDS

544-35-4Relevant articles and documents

Production and immobilization of Geotrichum candidum lipase via physical adsorption on eco-friendly support: Characterization of the catalytic properties in hydrolysis and esterification reactions

Ramos, Elisa Z.,Júnior, Rodney H. Miotti,De Castro, Patrícia F.,Tardioli, Paulo. W.,Mendes, Adriano A.,Fernandéz-Lafuente, Roberto,Hirata, Daniela B.

, p. 43 - 51 (2015)

The present study reports the production of an extracellular lipase from Geotrichum candidum by submerged fermentation using cottonseed oil as inductor agent and its immobilization on poly-hydroxybutyrate (PHB) particles via physical adsorption. The catalytic properties of the biocatalyst prepared were determined in aqueous (hydrolysis of olive oil emulsion) and organic (ethyl linoleate synthesis) media. In the enzyme production, maximum hydrolytic activity of 22.91 IU/mL at 30 °C and pH 5.2 was reached after 48 h of cultivation. A single protein band with an apparent molecular mass of 65 kDa was detected by SDS-PAGE analysis. The biocatalyst prepared by offering 75 mL of crude enzymatic extract (without cells) per gram of support exhibited maximum hydrolytic activity of 404.4 ± 2.3 IU/g at 37 °C and pH 7.0, with a recovered activity percentage of around 40% and an immobilization yield of 59%. The optimal pH and temperature for both soluble and immobilized enzyme in the hydrolysis reaction was 8.0 and around 37-40 °C. The biocatalyst was more thermally stable than the crude enzymatic extract at 35 °C in 8 h (46.2% and 23.7%, respectively) and slightly more stable at 45 °C in 40 min (47.5% and 35.2%, respectively). In the esterification reaction, around 70% ester conversion was reached after 2 h of reaction under experimental conditions previously optimized by Central Composite Rotatable Design (CCRD). The biocatalyst retained 93% of its initial esterification activity after 6 successive cycles of esterification reaction. This biocatalyst is a promising one to catalyze reactions in aqueous and organic media.

IONIZABLE LIPIDS FOR NUCLEIC ACID DELIVERY

-

Paragraph 00410, (2021/01/23)

The present document describes compounds, or pharmaceutically acceptable salt thereof, of a core formula (I) Wherein R1 includes an amino group. These compounds are particularly useful in the formulation and in vivo and ex vivo delivery of nucleic acid and protein therapeutics for preparing and implementing T cell transfection, gene editing, cancer therapies, cancer prophylactics, and in the preparation of vaccines.

Linoleic acid, α-linolenic acid, and monolinolenins as antibacterial substances in the heat-processed soybean fermented with Rhizopus oligosporus

Kusumah, Dewi,Maeda, Isamu,Murakami, Mai,Wakui, Misaki,Xie, Xiaonan,Yukihito, Kabuyama

, p. 1285 - 1290 (2020/03/03)

Antibacterial activities against Staphylococcus aureus and Bacillus subtilis were found in an ethanol fraction of tempe, an Indonesian fermented soybean produced using Rhizopus oligosporus. The ethanol fraction contained free fatty acids, monoglycerides, and fatty acid ethyl esters. Among these substances, linoleic acid and α-linolenic acid exhibited antibacterial activities against S. aureus and B. subtilis, whereas 1-monolinolenin and 2-monolinolenin exhibited antibacterial activity against B. subtilis. The other free fatty acids, 1-monoolein, monolinoleins, ethyl linoleate, and ethyl linolenate did not exhibit bactericidal activities. These results revealed that R. oligosporus produced the long-chain polyunsaturated fatty acids and monolinolenins as antibacterial substances against the Gram-positive bacteria during the fungal growth and fermentation of heat-processed soybean.

Ethyl linoleate catalytically synthesized by using ionic liquid microemulsion and preparation method thereof

-

Paragraph 0033-0062, (2020/07/12)

The invention belongs to the technical field of preparation of ethyl linoleate, and discloses ethyl linoleate catalytically synthesized by using an ionic liquid microemulsion and a preparation methodthereof. The preparation process comprises the following steps: (1) adding a non-polar solvent into a conventional surfactant, carrying out uniform mixing, dropwise adding imidazole ionic liquid, andcarrying out sufficient mixing to obtain a single ionic liquid microemulsion; and (2) adding linoleic acid and ethanol into the single ionic liquid microemulsion, carrying out a heating reaction, andcarrying out rotary evaporation to obtain ethyl linoleate. According to the method, the single ionic liquid microemulsion with good high-temperature stability is used as a reaction medium, the contactarea of a catalyst and a reaction substrate is increased, and generated water is solubilized in an ionic liquid microemulsion core, so a reaction rate is increased; the used catalyst is high in activity, small in equipment corrosion and low in equipment requirement, the problems of high catalyst cost, serious equipment corrosion, low reaction yield, poor product quality, harsh reaction conditionsand the like in the prior art are solved; and the method can be popularized and applied to catalytic esterification reactions.

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