1,2-dilinoleoyl-sn-glycerol

1,2-Dilinoleoyl-sn-glycerol is a diacylglycerol (DAG) with linoleic acid (18:2) side chains attached at both the sn-1 and sn-2 positions. It has been found as a component of phosphatidic acid in rat liver mitochondria and in spinach chloroplast membranes. 1,2-Dilinoleoyl-sn-glycerol is upregulated in some pregnant women and has been used as a biomarker to predict later preeclampsia in early pregnancy.

1-Palmitoyl-sn-glycero-3-phosphocholine (1-Hexadecanoyl-sn-glycero-3-phosphocholine) is a phosphocholine for fluorescent probe design

1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC) is a phospholipid containing the unsaturated long-chain (18:1) oleic acid inserted at the sn-1 and sn-2 positions.

1,2-Distearoyl-sn-glycero-3-phosphorylethanolamine (1,2-DSPE) is a phosphatidylethanolamine (PE or GPEtn). The stearic acid moieties are derived from animal fats, coco butter, and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.

1-O-Hexadecyl-Rac-Glycerol (1-O-Hexadecylglycerol) is a marine derived natural products found in Tritoniella belli.

2H-Naphth[2′,1′:4,5]indeno[1,2-d][1,3]dioxole, pregn-4-ene-3,20-dione deriv showed high local anti-inflammatory potency and high lung selectivity when tested on Sprague Dawley rats.

1-Palmitoyl-sn-glycerol 3-phosphate (1-P-GPA), an endogenous metabolite, is utilized in the research of non-alcoholic fatty liver disease [1].

1-Oleoyl-2-palmitoyl-rac-glycerol (1,2-OP) is a diacylglycerol containing oleic acid at the sn-1 position and palmitic acid at the sn-2 position. It enhances the inhibition of superoxide anion production by cytochalasin B when used at a concentration of 10 μM. The concentration of 1,2-OP decreases from 25.7 to 11.15% during the dry-curing process of Iberian ham.

1-Heptadecanoyl-rac-glycerol is a monoacylglycerol that contains heptadecanoic acid at the sn-1 position. It is active against the bacteria E. aerogens, E. cloacae, P. mirabilis, and S. faecalis (MIC = 78 μg/ml for all).1 1-Heptadecanoyl-rac-glycerol has been found in T. africana, I. sonorae, and wheat bran.1,2,3 |1. Kuete, V., Metuno, R., Ngameni, B., et al. Antimicrobial activity of the methanolic extracts and compounds from Treculia africana and Treculia acuminata (Moraceae). S. Afr. J. Bot. 74(1), 111-115 (2008).|2. Fernández-Galicia, E., Calada, F., Roman-Romos, R., et al. Monoglycerides and fatty acids from Ibervillea sonorae root: Isolation and hypoglycemic activity. Planta Med. 73(3), 236-240 (2007).|3. Prinsen, P., Gutiérrez, A., Faulds, C.B., et al. Comprehensive study of valuable lipophilic phytochemicals in wheat bran. J. Agric. Food Chem. 62(7), 1664-1673 (2014).

1-Stearoyl-2-15(S)-HpETE-sn-glycero-3-PC is a phospholipid that contains stearic acid at the sn-1 position and 15(S)-HpETE at the sn-2 position. It is produced via oxidation of 1-stearoyl-2-arachidonoyl-sn-glycero-3-PC by 15-lipoxygenase (15-LO). 1-Stearoyl-2-15(S)-HpETE-sn-glycero-3-PC is toxic to human umbilical vein endothelial cells (HUVECs) when used at a concentration of 100 μM.

1-Stearoyl-2-adrenoyl-sn-glycero-3-PE is a phospholipid that contains stearic acid and adrenic acid at thesn-1 andsn-2 positions, respectively. 1-Stearoyl-2-adrenoyl-sn-glycero-3-PE levels are inversely correlated with subject age in mitochondria isolated from human post-mortem hippocampus.1 1.Hancock, S.E., Friedrich, M.G., Mitchell, T.W., et al.Decreases in phospholipids containing adrenic and arachidonic acids occur in the human hippocampus over the adult lifespanLipids50(9)861-872(2015)

1-Palmitoyl-2-stearoyl-3-oleoyl-rac-glycerol is a triacylglycerol that contains palmitic , stearic , and oleic acid at the sn-1, sn-2, and sn-3 positions, respectively. It has been detected in RAW 264.7 cells by neutral loss MS. Increased serum levels of 1-palmitoyl-2-stearoyl-3-oleoyl-rac-glycerol are a potential biomarker for non-alcoholic fatty liver disease (NAFLD).

1-Stearoyl-2-arachidonoyl-sn-glycero-3-phosphoinositol is an intrinsic metabolite and a component of the cell membrane [1].

1-Undecanoyl-rac-glycerol is a monoacylglycerol that contains undecanoic acid at the sn-1 position. It completely inhibits the growth of the bacteria B. cereus, B. subtilis, M. luteus, E. faecalis, and S. aureus when used at concentrations ranging from 250 to 1,500 mg/L.1 1-Undecanoyl-rac-glycerol (0.1 and 0.3 mg/ml) also has antifungal activity against K. marxianus, S. cerevisiae, and C. maltosa.2

1-Pentadecanoyl-rac-glycerol is a monoacylglycerol that contains pentadecanoic acid at the sn-1 position. It has been found in wheat bran extracts.1 1-Pentadecanoyl-rac-glycerol levels are increased in a HepaRG cell-based model of hepatic steatosis induced by BSA-conjugated palmitate.2 |1. Prinsen, P., Gutiérrez, A., Faulds, C.B., et al. Comprehensive study of valuable lipophilic phytochemicals in wheat bran. J. Agric. Food Chem. 62(7), 1664-1673 (2014).|2. Brown, M.V., Compton, S.A., Milburn, M.V., et al. Metabolomic signatures in lipid-loaded HepaRGs reveal pathways involved in steatotic progression. Obesity (Silver Spring) 21(12), E561-E570 (2013).

1-Stearoyl-2-15(S)-HpETE-sn-glycero-3-PE is a phospholipid that contains stearic acid at the sn-1 position and 15(S)-HpETE at the sn-2 position. It is produced via oxidation of 1-stearoyl-2-arachidonoyl-sn-glycero-3-PE by 15-lipoxygenase (15-LO). 1-Stearoyl-2-15(S)-HpETE-sn-glycero-3-PE (0.6 and 0.9 μM) increases ferroptotic cell death in wild-type and Acsl4 knockout Pfa1 mouse embryonic fibroblasts (MEFs) treated with the GPX4 inhibitor RSL3.

1,2-Dipalmitoyl-sn-glycerol 3-phosphate, a phosphatidic acid, is a human endogenous metabolite.

1,2-Dihexanoyl-sn-Glycero-3-Phosphocholine is a useful organic compound for research related to life sciences. The catalog number is TF0018 and the CAS number is 34506-67-7.

1-Stearoyl-3-oleoyl-rac-glycerol is a diacylglycerol that contains stearic acid at the sn-1 position and oleic acid at the sn-3 position. Intermittent fasting decreases skeletal muscle and hepatic levels of 1-stearoyl-3-oleoyl-rac-glycerol in New Zealand obese (NZO) mice.1 The concentration of 1-stearoyl-3-oleoyl-rac-glycerol decreases from 4.59 to 1.88% during the dry-curing process of Iberian ham.2References1. Baumeier, C., Kaiser, D., Heeren, J., et al. Caloric restriction and intermittent fasting alter hepatic lipid droplet proteome and diacylglycerol species and prevent diabetes in NZO mice. Biochim. Biophys. Acta 1851(5), 566-576 (2015).2. Narváez-Rivas, M., Vicario, I.M., Constante, E.G., et al. Changes in the concentrations of free fatty acid, monoacylglycerol, and diacylglycerol in the subcutaneous fat of Iberian ham during the dry-curing process. J. Agric. Food Chem. 55(26), 10953-10961 (2007). 1-Stearoyl-3-oleoyl-rac-glycerol is a diacylglycerol that contains stearic acid at the sn-1 position and oleic acid at the sn-3 position. Intermittent fasting decreases skeletal muscle and hepatic levels of 1-stearoyl-3-oleoyl-rac-glycerol in New Zealand obese (NZO) mice.1 The concentration of 1-stearoyl-3-oleoyl-rac-glycerol decreases from 4.59 to 1.88% during the dry-curing process of Iberian ham.2 References1. Baumeier, C., Kaiser, D., Heeren, J., et al. Caloric restriction and intermittent fasting alter hepatic lipid droplet proteome and diacylglycerol species and prevent diabetes in NZO mice. Biochim. Biophys. Acta 1851(5), 566-576 (2015).2. Narváez-Rivas, M., Vicario, I.M., Constante, E.G., et al. Changes in the concentrations of free fatty acid, monoacylglycerol, and diacylglycerol in the subcutaneous fat of Iberian ham during the dry-curing process. J. Agric. Food Chem. 55(26), 10953-10961 (2007).

1-Myristoyl-2-hydroxy-sn-glycero-3-PE is a naturally occurring lysophospholipid. It induces transient increases in intracellular calcium in PC12 cells. Serum levels of 1-myristoyl-2-hydroxy-sn-glycero-3-PE are elevated in patients with malignant breast cancer compared to healthy controls.

1-Stearoyl-2-arachidonoyl-sn-glycero-3-phosphocholine is an endogenous metabolite that has been found in the aging mouse brain.

1-Palmitoyl-2-oleoyl-3-arachidonoyl-rac-glycerol is a triacylglycerol that contains palmitic acid , oleic acid , and arachidonic acid at the sn-1, sn-2, and sn-3 positions, respectively. It has been found in lipid extracts from whole rat retina.1

1-Myristoyl-2-stearoyl-sn-glycero-3-phosphocholine is an endogenous metabolite. 1-Myristoyl-2-stearoyl-sn-glycero-3-phosphocholine is a non-limiting exemplary phosphatidyl choline.

1,2-Diheptadecanoyl-sn-glycero-3-phosphorylcholine (DHPC) is a derivative of phosphatidylcholine (PC) that exhibits biological activity, functioning as a phospholipid compound [1].

1-Stearoyl-2-linoleoyl-sn-glycero-3-phosphocholine is an endogenous metabolite.

1,2-Dipalmitoyl-13C-sn-glycero-3-PC is intended for use as an internal standard for the quantification of 1,2-dipalmitoyl-sn-glycero-3-PC by GC- or LC-MS. 1,2-Dipalmitoyl-sn-glycero-3-PC (DPPC) is a zwitterionic glycerophospholipid commonly used in the formation of lipid monolayers, bilayers, and liposomes for use in a variety of applications.1,2,3,4 It has been used in the formation of proteoliposomes for implantation of γ-glutamyl transpeptidase into human erythrocyte membranes.3 Incorporation of glycosphingolipid antigens into DPPC-containing liposomes increases the immunogenicity of the antigens in mice.4 |1. Ege, C., and Lee, K.Y.C. Insertion of Alzheimer's Aβ40 peptide into lipid monolayers. Biophys. J. 87(3), 1732-1740 (2004).|2. Leekumjorn, S., and Sum, A.K. Molecular simulation study of structural and dynamic properties of mixed DPPC/DPPE bilayers. Biophys. J. 90(11), 3951-3965 (2006).|3. Kalra, V.K., Sikka, S.C., and Sethi, G.S. Transport of amino acids in γ-glutamyl transpeptidase-implanted human erythrocytes. J. Biol. Chem. 256(11), 5567-5571 (1981).|4. Uemura, A., Watarai, S., Iwasaki, T., et al. Induction of immune responses against glycosphingolipid antigens: Comparison of antibody responses in mice immunized with antigen associated with liposomes prepared from various phospholipids. J. Vet. Med. Sci. 67(12), 1197-1201 (2005).

1,2-Dipalmitoyl-sn-glycero-3-PE-N-(cap biotin) is a biotinylated phospholipid. It has been used in PEGylated polyamidoamine-dendrimer-conjugated supported lipid bilayers (SLB) to isolate circulating tumor cells and tumor cell microembolis from patient-derived blood by antibody-coated microfluidics. [1] It has also been used as a component of SLBs to detect protein-ligand binding with ortho-conjugated Texas Red DHPE. [2] In addition, 1,2-dipalmitoyl-sn-glycero-3-PE-N-(cap biotin) has been used in SLBs partitioned into nanowells to create DNA curtains, which can be used as a high-throughput tool for detection of protein-DNA interactions at the single molecule level.[3]

1-Palmitoyl-2-hydroxy-sn-glycero-3-PE is a naturally-occurring lysophospholipid. [1] It inhibits the growth of L. donovani promastigotes (GIC50 = 8 uM). [2]1-Palmitoyl-2-hydroxy-sn-glycero-3-PE serum levels are decreased in a mouse model of alcohol-induced liver injury and in a hepatocellular carcinoma mouse xenograft model. [3] Human serum levels are also decreased immediately and 14 hours following an exercise regimen of 2.5 hours of running for three days. [1]1-Palmitoyl-2-hydroxy-sn-glycero-3-PE has been used as an internal standard for the quantification of saturated lysophosphoethanolamines. [4]

1-Heptadecanoyl-2-hydroxy-sn-glycero-3-phosphocholine, an endogenous metabolite found in blood, is utilized in the study of pregnancy and sepsis [1] [2] [3].

1-Stearoyl-2-15(S)-HETE-sn-glycero-3-PC is a phospholipid that contains stearic acid at the sn-1 position and 15(S)-HETE at the sn-2 position. It is produced via oxidation of 1-stearoyl-2-arachidonoyl-sn-glycero-3-PC by 15-lipoxygenase (15-LO).

1-Palmitoyl-2-succinyl-sn-glycerophosphorylcholine, a glycerophosphorylcholine derivative, comprises glycerol phosphate, choline, and palmitic acid and accumulates at oxidative stress sites in vivo. It potentially acts as a ligand for scavenger receptors class B, akin to oxidized phospholipids oxPC(CD36), which are established potent ligands for receptors CD36 and SR-BI. These oxidized phospholipids also play a pivotal role in promoting tumor apoptosis and may present in higher concentrations within malignant biliary strictures [1] [2].

1,2-O-Dilinoleoyl-3-O-Beta-D-Galactopyranosylracglycerol is a natural product for research related to life sciences. The catalog number is T2A2400 and the CAS number is 111187-15-6.

sn-Glycerol 3-phosphate lithium is synthesized via the cytosolic glycerol 3-phosphate dehydrogenase pathway. This process involves the conversion of dihydroxyacetone phosphate to sn-Glycerol 3-phosphate using NADH, which is generated during glycolysis.

1,2-Didecanoyl-sn-glycero-3-phosphocholi (1,2-Didecanoyl PC) is a synthetic, less hydrophobic phospholipid that has been found to be useful for enhancing the absorption of peptide drugs and hormones such as insulin.

1,2-Dilinoleoyl-3-α-linolenoyl-rac-glycerol is a triacylglycerol featuring linoleic acid at the sn-1 and sn-2 positions and α-linolenic acid at the sn-3 position, identified within corn and soybean oils.

1,2-Dilinoleoyl-3-oleoyl-rac-glycerol, a triacylglycerol, comprises linoleic acid at the sn-1 and sn-2 positions and oleic acid at the sn-3 position. This compound is present in the oils of ostrich and emu, and the fat body of male B. lapidarius bumblebees. It demonstrates efficacy in reducing scald development in Delicious apples, showing a 3% w/v reduction when applied immediately after harvest and evaluated after six months of storage.

1,2-Dilinoleoyl-3-palmitoyl-rac-glycerol is a triacylglycerol featuring linoleic acid at the sn-1 and sn-2 positions and palmitic acid at the sn-3 position. Present in various vegetable oils such as poppy seed, hazelnut, maize, and olive, this compound (3% w/v) effectively reduces scald development in Delicious apples when applied right after harvest, with results observed after six months of storage.

1,2-Dilinoleoyl-3-γ-linolenoyl-rac-glycerol is a triacylglycerol featuring linoleic acid at its sn-1 and sn-2 positions and γ-linolenic acid at the sn-3 position.

1,2-Dilinoleoyl-3-stearoyl-rac-glycerol, a triacylglycerol, comprises linoleic acid at the sn-1 and sn-2 positions and stearic acid at the sn-3 position. It is present in various plant oils such as soybean, poppy seed, maize, evening primrose, and blackcurrant.

1-Phenyl-1, 2-ethanediol is O-benzyl oxime ether derivatives and used as pesticides.

Diacylglycerols (DAG) are generated through the hydrolysis of membrane phospholipids and function as lipid second messengers by activating protein kinase C (PKC) and modulating cell growth and apoptosis. Additionally, they act as precursors for DAG kinases in the synthesis of phosphatidic acid, a crucial lipid messenger. The compound 1-NBD-decanoyl-2-decanoyl-sn-glycerol incorporates a nitrobenzoxadiazole (NBD) fluorophore at the ω-end of its terminal decanoyl chain, using the structure of 1,2-didecanoyl-sn-glycerol as a model for diacylglycerol. This molecule is expected to exhibit excitation and emission peaks at roughly 470/541 nm, paralleling those of various NBD-labeled phospholipids. Fluorescently labeled lipids, such as this, are instrumental in exploring their interactions with proteins, their uptake by cells and liposomes, and in developing assays for lipid metabolism research.

DMPA, a derivative of phosphatidic acid (PA), constitutes a significant component of cellular membranes.

1-O-Hexadecyl-2-eicosapentaenoyl-sn-glycero-3-PC is a compound that results from the incorporation of eicosapentaenoic acid (EPA) into lyso-PAF C-16, a process demonstrated in neutrophils from monkeys and humans consuming a diet rich in fish oils. Furthermore, it functions as a precursor for PAF C-16 synthesis via the remodeling pathway.

POL, a prevalent triglyceride component in various seed and vegetable oils such as olive, sesame, soybean, canola, corn, and hazelnut, is standardly utilized in the USP analysis of sesame oil for pharmaceutical applications.

1-Myristoyl-2-linoleoyl-3-oleoyl-rac-glycerol, a triacylglycerol, features myristic acid, linoleic acid, and oleic acid at the sn-1, sn-2, and sn-3 positions, respectively. This compound is prevalent in mature human milk, infant formula fats, and butterfat.

1,2-Dimyristoyl-3-palmitoyl-rac-glycerol (MMP) is a triacylglycerol comprising myristic acid and palmitic acid [1].

1-Palmitoyl-2-arachidoyl-3-oleoyl-rac-glycerol, a triacylglycerol, incorporates palmitic acid, arachidic acid, and oleic acid at the sn-1, sn-2, and sn-3 positions, respectively, and is identified in cod liver oil.

1,2-Diarachidoyl-rac-glycerol is a diacylglycerol featuring arachidic acid at both the sn-1 and sn-2 positions.

1-Palmitoyl-d9-2-hydroxy-sn-glycero-3-PE serves as an internal standard for quantifying 1-palmitoyl-2-hydroxy-sn-glycero-3-PE, a lysophospholipid naturally found to inhibit L. donovani promastigotes growth (GI50= 8 µM). Its levels are reduced in mice after alcohol-induced liver damage, in hepatocellular carcinoma mouse xenografts, and in humans following a rigorous three-day exercise regimen of 2.5 hours running daily and 14 hours post-regimen. This compound is also applied in measuring saturated lysophosphoethanolamines, highlighting its broad utility in biochemical research and disease model studies.

1,2-Distearoyl-3-palmitoyl-rac-glycerol, a triacylglycerol, features stearic acid at the sn-1 and sn-2 positions and palmitic acid at the sn-3 position. This compound is identified in cocoa butter, lard, and cod liver oil.