linoleic acid

Linoleic acid (9,12-octadecadienoic acid) is a naturally occurring polyunsaturated fatty acid found in animal and vegetable oils. Linoleic acid is an essential fatty acid that is part of membrane phospholipids.

9(Z),11(E)-Conjugated linoleic acid is an isomer of linoleic acid that has been found in beef and milk fat.1It binds to peroxisome proliferator-activated receptor α (PPARα; IC50= 140 nM) and activates the receptor in a reporter assay using COS-1 cells expressing mouse PPARα when used at a concentration of 100 μM.29(Z),11(E)-Conjugated linoleic acid inhibits TNF-α-inducedGLUT4expression and increases insulin-stimulated glucose transport in 3T3-L1 adipocytes.3Dietary administration of 9(Z)11(E)-conjugated linoleic acid reduces serum fasting glucose, insulin, and triglyceride levels and decreases white adipose tissue macrophage infiltration inob/obmice. It also increases body weight gain and body fat in weanling mice.4[Matreya, LLC. Catalog No. 1278] 1.Shultz, T.D., Chew, B.P., Seaman, W.R., et al.Inhibitory effect of conjugated dienoic derivatives of linoleic acid and β-carotene on the in vitro growth of human cancer cellsCancer Lett.63(2)125-133(1992) 2.Moya-Camarena, S.Y., Heuvel, J.P.V., Blanchard, S.G., et al.Conjugated linoleic acid is a potent naturally occurring ligand and activator of PPARαJ. Lipid Res.40(8)1426-1433(1999) 3.Moloney, F., Toomey, S., Noone, E., et al.Antidiabetic effects of cis-9, trans-11-conjugated linoleic acid may be mediated via anti-inflammatory effects in white adipose tissueDiabetes56(3)574-582(2007) 4.Pariza, M.W., Park, Y., and Cook, M.E.The biologically active isomers of conjugated linoleic acidProg. Lipid Res.40(4)283-298(2001)

9(E),11(E)-12-nitro Conjugated linoleic acid (9(E),11(E)-12-nitro CLA) is a nitrated fatty acid. It is formed from 9(Z),11(E)-CLA upon exposure to acidified nitrite, peroxynitrite, gaseous nitrogen dioxide, or a combination of myeloperoxidase, hydrogen peroxide, and nitrite.1It is also formed in LPS-stimulated RAW 264.7 macrophages, an effect that can be reduced by the nitric oxide synthase (NOS) inhibitor L-NAME .29(E),11(E)-12-nitro CLA has been found in human plasma. 1.Woodcock, S.R., Salvatore, S.R., Bonacci, G., et al.Biomimetic nitration of conjugated linoleic acid: Formation and characterization of naturally occurring conjugated nitrodienesJ. Org. Chem.79(1)25-33(2014) 2.Bonacci, G., Baker, P.R.S., Salvatore, S.R., et al.Conjugated linoleic acid is a preferential substrate for fatty acid nitrationJ. Biol. Chem.287(53)44071-44082(2012)

9(E),11(E)-Conjugated Linoleic Acid (9(E),11(E)-CLA) belongs to a group of eight geometric isomers of linoleic acid, characterized by adjacent double bonds. This specific isomer, 9,11 all-trans linoleic acid, was first discovered in ground beef and is found in various dairy products as well. Notably, it has been shown to decrease mammary tumors in rats with dietary inclusion as minimal as 0.1%. [Matreya, LLC. Catalog No. 1181]

9(E),11(E)-9-nitro Conjugated Linoleic Acid (9E,11E-9-nitro CLA) is a nitrated fatty acid produced from 9Z,11E-CLA through exposure to acidified nitrite, peroxynitrite, gaseous nitrogen dioxide, or the combined action of myeloperoxidase, hydrogen peroxide, and nitrite. Additionally, it forms in LPS-stimulated RAW 264.7 macrophages, a process that can be inhibited by the nitric oxide synthase (NOS) inhibitor L-NAME. This compound has also been detected in human plasma.

9(Z),11(E)-Conjugated Linoleic Acid Methyl Ester, identified in lemon grass (C. flexuosus), serves as a standard for quantifying conjugated linoleic acids in thermally stressed olive oil and trans fats in bakery products. [Matreya, LLC. Catalog No. 1255]

9(E),11(E)-Conjugated Linoleic Acid Methyl Ester, identified in thermally stressed cooking oils, can serve as an indicator for the adulteration of olive oils with lower quality oils. [Matreya, LLC. Catalog No. 1257]

9(Z),11(Z)-Conjugated Linoleic Acid Methyl Ester serves as a standard in the quantification of conjugated linoleic acid methyl esters via GC-MS, according to Matreya, LLC. Catalog No. 1256.

10(E),12(Z)-Conjugated linoleic acid methyl ester serves as a standard for quantifying 10(E),12(Z)-conjugated linoleic acid in L. plantarum culture samples. [Matreya, LLC. Catalog No. 1254]

9(E),11(E)-Conjugated Linoleic Acid (Standard) is a reference standard for research and analysis in studies involving 9(E),11(E)-Conjugated Linoleic Acid. 9(E),11(E)-Conjugated Linoleic Acid (9(E),11(E)-CLA) belongs to a group of eight geometric isomers of linoleic acid, characterized by adjacent double bonds. This specific isomer, 9,11 all-trans linoleic acid, was first discovered in ground beef and is found in various dairy products as well. Notably, it has been shown to decrease mammary tumors in rats with dietary inclusion as minimal as 0.1%. [Matreya, LLC. Catalog No. 1181]

Linoleic Acid-13C18 (Standard) is a reference standard of Linoleic Acid-13C18 intended for quantitative analysis, quality control, and related biochemical research applications.

Linoleic acid alkyne, an ω-alkyne derivative of Linoleic acid, serves as a precursor for synthesizing alkyne-containing compounds, including glycerophospholipids, suited for click chemistry applications [1].

Isopropyl linoleate is a biochemical reagent that can be used as a biomaterial for life science related research and as a sulfonylation reagent for organic synthesis and drug discovery.

Conjugated linoleic acid (CLA) is a group of geometric/positional isomers of linoleic acid featuring conjugated double bonds. Primarily derived from dairy products and beef/lamb, it exhibits diverse activities including anticancer effects, immunomodulation, weight loss support, muscle injury mitigation, and inflammatory response reduction.

Linoleic Acid Amide (Linoleamide) is derived from linoleic acid and regulates Ca2+ flux by inhibiting the sarco/endoplasmic reticulum Ca2+-ATPase.

Linoleic acid-D5 is the deuterated form of Linoleic acid. Linoleic acid (T4P2931) is a common polyunsaturated fatty acid (PUFA) found in vegetable oils, nuts, and seeds. It is part of membrane phospholipids, contributing as a structural component to maintain epidermal transdermal water barriers. Linoleic acid (T4P2931) can induce damage to erythrocytes and hemoglobin through oxidation.

Linoleic acid-13C1 is a 13C-labeled form of linoleic acid (TMSM-1471), a widely found polyunsaturated fatty acid (PUFA) present in plant oils, nuts, and seeds. As a component of membrane phospholipids, linoleic acid contributes to membrane fluidity and supports the transdermal water barrier of the epidermis. Its oxidation can lead to the damage of red blood cells and hemoglobin.

Linoleic acid-D4 is the deuterated form of Linoleic acid. Linoleic acid (T4P2931) is a common polyunsaturated fatty acid (PUFA) found in plant oils, nuts, and seeds. It is part of membrane phospholipids and acts as a structural component to maintain the epidermal transdermal water barrier. Additionally, Linoleic acid (T4P2931) can cause oxidative damage to red blood cells and hemoglobin.

Linoleic acid (Standard) is the standard substance of Linoleic acid, and it is applicable for quantitative analysis, quality control, and related research in biochemical experiments. Linoleic acid (9,12-octadecadienoic acid) is a naturally occurring polyunsaturated fatty acid found in animal and vegetable oils. Linoleic acid is an essential fatty acid that is part of membrane phospholipids. Linoleic acid causes damage to red blood cells and hemoglobin through oxidation.

Linoleic Acid-[D11] (Standard) is a reference standard of Linoleic Acid-[D11] intended for quantitative analysis, quality control, and related biochemical research applications.

Linoleic Acid-D4 (Standard) is a reference standard of Linoleic Acid-D4 intended for quantitative analysis, quality control, and related biochemical research applications. Linoleic Acid-d4 is the deuterated form of Linoleic acid. Linoleic acid is a common polyunsaturated fatty acid (PUFA) found in plant oils, nuts, and seeds. It is part of membrane phospholipids and acts as a structural component to maintain the epidermal transdermal water barrier. Additionally, Linoleic acid can cause oxidative damage to red blood cells and hemoglobin.

10-Nitrolinoleate is the product of nitration of linoleate by NO-derived reactive species. Other nitrolinoleates detected in human plasma and urine include 9-, 12-, and 13-nitrolinoleate. Nitrolinoleates activate peroxisome proliferator-activated receptor γ (PPARγ; Ki = 133 nM), inducing CD36 expression in macrophages, adipocyte differentiation, and glucose uptake. Nitrolinoleates can also be metabolized by smooth muscle cells to produce nitrite derivatives which in turn form NO, leading to increased cGMP production and smooth muscle relaxation. Through the same mechanism, nitrolinoleate-derived NO suppresses leukocyte adhesion, in part through nitrosation of CD40. Alteratively, nitrolinoleates can act independently of NO/cGMP and PPARγ signaling to suppress neutrophil and macrophage functions.

Deulinoleic acid is a lipid peroxidation inhibitor and antioxidant.

Methyl Linoleate (Telfairic Acid methyl ester) linoleate has antioxidant activity.