Lipids

Stability Temperature Sensitive
Applications 2-Linoleoyl-rac-glycerol-d5 is labelled 2-Linoleoyl-rac-glycerol (L467960) which is a fatty acid monoglycerides in vegetable oils with medium unsaturation.
References Compton, D., et al.: J. Pharmacol. Exp. Ther., 277, 586 (1996); Devane, W., et al.: Science, 258, 1946 (1992)

Applications 1,2-Dipalmitoyl-sn-glycero-3-phospho-rac-(1-glycerol) forms lipid bilayers. In the high temperature phase, the conformation of the chains is liquid-like. In the low temperature phases, the chains are stiff and parallel and they interdigitate.
References Ranck, J., et al.: Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism, 488, 432 (1977)

Applications 1,2-Dipalmityl-sn-glycero-3-Phosphoethanolamine-N-(cap biotinyl) Sodium Salt is used in the development of capacitance based immunosensors on mixed self-assembled monolayers for Hb detection.
References Hays, H. C., et al.: Sensors and Actuators, B: Chemical, 114, 1064 (2006)

Applications Hexacosanoic Acid Ethyl Ester is the ethyl ester derivative of Hexacosanoic Acid (H290910) and is reported to be a grape constituent.
References Radulovic, N., et al.: J. Essent. Oil Res., 22, 616 (2010)

Applications rac-2-Linoleoyl-3-chloropropanediol, 95% (cas# 1470071-08-9) is a compound useful in organic synthesis.

Applications 1-Decanoyl-2–lauroyl-3-chloropropanediol belongs to a group of 3-Chloropropanediol fatty acid esters, which are contaminants found in edible oils and other food sources.
References Z. Zelinková, et al.: Food Addi. & Conta., 23:12, 1290-1298 (2006)

Applications 2,5-Dioxopyrrolidin-1-yl dodecanoate (cas# 14565-47-0) is a useful research chemical.

Applications Acetyl Coenzyme A Trisodium Salt is used in skin-lightening cosmetics.

Applications Arachidonic acid (AA) is an unsaturated omega-6 fatty acid constituent of the phospholipids of cell membranes. Phospholipase A2 releases AA from the membrane phospholipids in response to inflammation.
References Peterson, J., et al.: J. Pediatr., 152, 788 (2008), Pichini, S., et al.: J. Pharm. Biomed. Anal., 48, 927 (2008),

Applications (3α,5β,17α)-13-Ethyl-18,19-dinorpregnane-3,17-diol is an anabolic androgenic steroid.
References Fragkaki, A. et a.: J. Ster. Biochem. Mol. Biol., 115, 44 (2009);

Applications New lipids in food protein hydrolyzates.

Applications 4-Cholesten-3-one-4-13C (CAS# 68165-57-1) is a useful isotopically labeled research compound.

Applications Cholesterol-3,4-13C2 (CAS# 78887-48-6) is a useful isotopically labeled research compound.

Applications A α,β-diglyceride with residues of oleic and linoleic acids. A component of vegetable oils and animal fats.
References Litchfield, J., et al.: Biotechnol. Bioeng., 9, 289 (1967), Hammond, J., et al.: J. Sci. Food Agric., 26, 835 (1975),

Applications α-Cholesterol-d6 is labelled α-Cholesterol which is a stereoisomer of Cholesterol (C432501), a major component of all biological membranes and the principal sterol of the higher animals.
References Rosin, Z., et al.: Physiol. Chem., 124, 282 (1923), Schoenheimer, et al.: J. Biol. Chem., 105, 355 (1934), Gemant, et al.: Life Sci., 1, 233 (1962), Johnson, K., et al.: 4, 457 (1964),

Applications 7α-Hydroxycholesterol-d7 is used as a standard in a biochemical method studying the measurement of F2-isoprostane hydroxyoctadecadienoic acid, hydroxyeicosatetraenoic acid, hydroxycholesterols in plasma and liver of hepatitis patients.
References Yoshida, Yazukazu., Analytical Biochemistry, 379, 105-115, (2008)

Stability Light Sensitive, Temperature Sensitive
Applications 3,4-Dimethyl-5-pentyl-2-furanundecanoic acid is also known as F6 furan fatty acid. Furan fatty acids are generated in large amounts in algae and fish, but they are also produced by plants and microorganisms. Furan fatty acids are known to exhibit radical-scavenging ability and anti-inflammatory properties.
References Grahl, N., et al.: Marine. Biol., 157, 1567 (2010); Spiteller, G., et al.: Lipids., 40, 75 (2005); Wakimoto, T., et al.: PNSA., 108, 17533 (2011);

Applications 1-Lauroyl-2-myristoyl-3-chloropropanediol is an analog of 1-Palmitoyl-2-stearoyl-3-chloropropanediol (P163500) which is a fatty acid ester with glycerol chlorohydrins found in a variety of vegetable oils.
References Hamlet, C., et al.: Food Addit. Contam., 19, 619 (2002), Zelinkova, Z., et al.: Eur. Food Res. Technol., 228, 571 (2009)

Applications Stigmastadienone is used in biological studies for the isolation and characterization of antiinflammatory diterpenoids from Croton tonkinensis.
References Kuo, P., et al.: J. Nat. Prod., 76, 230 (2013);

Stability Light Sensitive, Temperature sensitive
Applications An impurity of Calcitriol (C144500).
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Myrtle, J.F., et al.: J. Biol. Chem., 245, 1190 (1970), Lawson, D.E.M., et al.: Nature, 230, 228 (1971), Norman, A.W., et al.: Science, 173, 51 (1971), Suda, T., et al.: Vitamins, 45, 175 (1972), Muindi, J.R., et al.: Clin. Pharmacol. Ther., 72, 648 (2002),

Applications 2-Methyl-propanoic acid 3-Hydroxy-2,2,4-trimethylpentyl Ester is a plasticizer. It can also be used to synthesize hard and flexible nanocomposite coatings.
References Dieckmann, D., et al.:J. Vinyl Addit. Technol., 12, 217 (1990); Fogelstroem, L., et al.: ACS Appl. Mater. Interfaces, 2, 1679 (2010)

Applications New lipids in food protein hydrolyzates.
References Velisek, J., et al.: J. Agric. Chem., 28, 1142 (1980),

Applications cis-8,11,14-Eicosatrienoic Acid Ethyl Ester is the ethyl ester derivative of cis-8,11,14-Eicosatrienoic Acid (E477930); a fatty acid with selective tumoricidal activity.
References Das, U., et al.: Cancer Lett., 56, 235 (1991); Rudra, P., et al.: Anticancer Res., 21, 29 (2001); Menendez, J., et al.: Breast Cancer Res. Treat., 72, 203 (2002)

Applications A sphingosine derivative. A sphingolipid compound found in the umbilical cord artery of women with preeclampsia.
References Romanowicz, L. et al.: Mol. Cell. Biochem. 340, 81 (2010);

Applications Globotriaosylceramid​e Sphingosine tert-Butyldimethylsilyl is a Fabry disease biomarker.
References Dupont, F.O., et. al.: Curr. Med. Chem., 20, 280 (2013); Liao, H., et. al.: Clinica Chimica Acta, 426, 114 (2013)

Applications 1,2-Dipalmitoyl-3-myristoyl-rac-glycerol is a component of various vegetable oil.
References Jahaniaval, F., et al.: J. Am. Oil Chem. Soc., 77, 847 (2000); Kumar, P., et al.: J. Lipid Sci. Technol., 41, 88 (2009); Ahmadi, L., et al.: Eur. J. Lipid Sci. Technol., 110, 1014 (2008)

Applications 1,2-Distearoyl-sn-glycero-3-phosphoethanolamine is used in the generation of micelles and liposomes.
References Høyrup, P., et al.: Biochim. Biophys. Acta, 1515, 133 (2001); Heberle, F., et al.: Cold Spring Harb Perspect Biol., 3, 1 (2011)

Stability Light Sensitive
Applications Cholesteryl arachidonate is a cholesterol ester found associated with the neutral core of low density lipoprotein.

Applications (8Z,11Z,14Z)-8,11,14-Heptadecatrienoic Acid, is a naturally occurring hydroxylated fatty acid that is found in Acinetobacter species. It acts as a partial agonist of free fatty acid receptor 1 (FFAR1/GPR40) and GPR84 receptors in vitro. It also inhibits bovine hepatic ligase (Ki = 4.4 μM) and mouse kidney mitochondrial medium-chain acyl-CoA synthetase by 48% at a concentration of 40 μM.
References Moss, C.W., et al.: J. Clin. Microbiol. 26(3), 484-492 (1988).; Kaspersen, M.H., et al.: Med. Chem. Commun. 8(6), 1360-1365 (2017).

Applications Cholesterol 5beta,6beta-epoxide is an oxysterol produced as an oxidation product of cholesterol.

Applications Cholic Acid-d4 is a labelled analog of Cholic acid (C432600) which is a choleretic produced by, and isolated from liver cells.
References Nomoto, M., et al.: Biol. Pharm. Bull., 32, 172 (2009), Simonsen, H., et al.: J. Agric. Food Chem., 57, 2056 (2009), Miyata, M., et al.: Drug Metab. Disposition, 37, 338 (2009),

Applications 1-Monopalmitolein is a component of bitter melons with possible inhibitory effect on the P-glycoprotein activity in intestinal Caco-2 cells. It may also be used as an apoptotic agent in T-cells.
References Konishi, T., et al.: Brit. J. Pharmacol., 143, 379 (2004); Philippoussis, F., et al.: Cell Death and Differentiation, 8, 1103 (2001)

Applications Lactosyl-C18-sphingosine has been found to have a strong interaction with HIV-1 Gp120.
References McReynolds, K.D., et. al.: Bioconjugate Chem., 10, 1021 (1999)

Applications (+)-α-Cyperone is used as an anti-inflammatory agent, isolated from the rhizomes of Cyperus rotundus.
References Jung, S. et al.: J. Ethnopharmacol., 147, 208 (2013);

Applications 1,3-Dioleoyl-2-stearoylglycerol is a triglyceride found in various natural sources such as coconut oil, palm oil, rice bran oil, sunflower oil and sesame oil.
References Reena, M.B. et al.: Eur. J. Lipid Sci. Technol., 111, 346 (2009); Huey, S. et al.: J. Food Sci., 74, E177 (2009)

Applications Isovaleryl L-Carnitine Chloride is used to prepare carnitine benzyl esters as neuroprotectant prodrugs.
References Gong, X., et al.: J. Chem. Res., 6, 327 (2008)

Applications Cholesterol (C432501) derivative. Cholesterol is a major component of all biological membranes; ~25% of total brain lipid is Cholesterol. Cholesterol is the principal sterol of the higher animals. Cholesterol was found in all body tissues, especial in the brain, spinal cord, and in animal fats or oils. Cholesterol is the main constituent of gallstones.
References Rosin, Z., et al.: Physiol. Chem., 124, 282 (1923), Schoenheimer, et al.: J. Biol. Chem., 105, 355 (1934), Gemant, et al.: Life Sci., 1, 233 (1962), Johnson, K., et al.: 4, 457 (1964),

Applications May be used as a negative control for C8 Ceramide.
References Bielawska, A., et al., J. Biol. Chem., 268, 26226 (1993), Struckhoff, A., et al.: J. Pharmacol. Exp. Ther., 309, 523 (2004),

Applications Glycodeoxycholic Acid (2,2,4,4-d4) is used as an internal standard in the quantitative profiling of bile acids in biofluids and tissues.
References Bobeldijk, Ivana, et al.: J. of Chromatography B., 871(2), 306-313 (2008)

Applications (±)-α-Lipoamide may be used in treatment of insulin resistance by stimulating mitochondrial biogenesis. When used in combination with Alprostadil, it has shown to have a good therapeutic effect on early diabetic nephropathy.
References Shen, W., et al.: MCBU, 31, 93 (2012); Li, Z., et al.: Chongqing Yixue, 40, 2514 (2011);