oleic acid

Oleic acid (Glycon Wo) 属于天然产物，是一种常见的不饱和脂肪酸，在存在于多种动物、植物的脂肪和油脂中。Oleic acid 是一种 Na+/K+ATP 酶激活剂。

AcylCoA:cholesterol acyltransferase (ACAT) is an intracellular cholesteryl ester synthase tied closely to the absorption of dietary cholesterol. Oleic acid-2,6-diisopropylanilide is an inhibitor of acylCoA:cholesterol acyltransferase with an IC50 of 7 nM. When co-administered to rabbits or rats fed a high fat, high cholesterol diet, oleic acid-2,6-diisopropylanilide decreased low density lipoproteins and elevated high density lipoprotein levels when administered at 0.05%.

Oleic acid-13C is intended for use as an internal standard for the quantification of oleic acid by GC- or LC-MS. Oleic acid is a monounsaturated fatty acid and a major component of membrane phospholipids that has been found in human plasma, cell membranes, and adipose tissue.1,2 It contributes approximately 17% of the total fatty acids esterified to phosphatidylcholine, the major phospholipid class in porcine platelets.1 Oleic acid inhibits collagen-stimulated platelet aggregation by approximately 90% when used at a concentration of 10 μg/ml. It also inhibits fMLF-induced neutrophil aggregation and degranulation by 55 and 68%, respectively, when used at a concentration of 5 μM, similar to arachidonic acid .3 Oleic acid (60 μM) induces release of intracellular calcium in human platelets.4

Palmitoleic acid ((Z)-Hexadec-9-enoic acid) 是脂肪酸的组成部分，能够预防 SHRSP 大鼠因脑血管疾病引起的死亡。

Linoleic acid (9,12-octadecadienoic acid) 是一种天然的多不饱和脂肪酸，存在于动植物油中。Linoleic acid 是一种必需脂肪酸，是膜磷脂的一部分。

(Rac)-Idroxioleic acid (2-Hydroxyoleic acid) 是一种具有抗肿瘤作用的脂肪酸酰胺水解酶抑制剂。 它与质膜结合并改变脂质组织。

(Rac)-Idroxioleic acid sodium [又称2-Hydroxyoleic acid sodium] 是一类由油酸 (OA) 衍生的化合物，通过与细胞质膜结合，能够改变脂质的组成。此外，该化合物还展现出了抗肿瘤的潜力。

Conjugated linoleic acid, a naturally occurring fatty acid, is present in ruminant meat and dairy products and is produced by a bio-hydrogenation process in the rumen. In this case, the predominant isomer formed is 9cis, 11trans.

CXA-10 is an endogenous nitro-fatty acid (NFA) modulator of Nrf2 and NF-κB. CXA-10 upregulates expression of caveolin-1, the major structural component of caveolae.

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)

Linoleic Acid Amide (Linoleamide) 衍生自亚油酸，通过抑制肌肉/内质网 Ca2+-ATP 酶来调节 Ca2+ 通量。

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)

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.

Gadoleic acid is a monounsaturated fatty acid.1,2It inhibits the dsDNA binding activity of p53 when used at a concentration of 1.2 nM.1Hepatic levels of gadoleic acid are reduced in rats fed a high-fat or a high-fat high-cholesterol diet and increased in rats fed a high-cholesterol diet.2 1.Iijima, H., Kasai, N., Chiku, H., et al.The inhibitory action of long-chain fatty acids on the DNA binding activity of p53Lipids41(6)521-527(2006) 2.Serviddio, G., Bellanti, F., Villani, R., et al.Effects of dietary fatty acids and cholesterol excess on liver injury: A lipidomic approachRedox Biol.9296-305(2016)

Idroxioleic acid ((R)-2-Hydroxyoleic acid; (R)-2-OHOA) is the R enantiomer of (Rac)-Idroxioleic acid. It is an orally active fatty acid known for its ability to modulate the lipid composition and structure of membranes. With demonstrated antitumor activities, Idroxioleic acid plays a significant role in the field of cancer research.

Myristoleic acid (9-Tetradecenoic acid) 是 Serenoa repens 提取物中的一种细胞毒性成分。Myristoleic acid 诱导人前列腺 LNCaP 细胞凋亡和坏死。

Deulinoleic acid is a lipid peroxidation inhibitor and antioxidant.

Ricinoleic acid 是羟基脂肪酸，是一种生产高性能润滑剂，聚合物，化妆品，表面活性剂和涂料的重要原料。

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.

Palmitoleic acid alkyne, an ω-terminal alkyne derivative of palmitoleic acid, facilitates click chemistry applications. This compound has played a crucial role in examining protein palmitoylation processes. Specifically, the cis form of palmitoleic acid alkyne selectively tags wild-type Wnt3a protein within mouse fibroblast L-cells expressing Wnt3a and its secretion in conditioned media, distinguishing itself from the trans form and proving ineffective against the S209A mutant Wnt3a.

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.