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*The life science business of Merck KGaA, Darmstadt, Germany operates as MilliporeSigma in the U.S. and Canada
Custom Packaging (${custompackaging} @ $4 per aliquot): ${custompackagingperunit|money} Custom packaging is calculated at $4.00 per aliquot + $100.00 surcharge.For all other custom packaging options not listed above, please contact us for a quote 12:0 DG 1,2-dilauroyl-sn-glycerol In biochemical signaling, diacylglycerol (DAG)functions as a second messenger signaling lipid, and is a product of the hydrolysis of the phospholipid PIP2 (phosphatidylinositolbisphosphate) by the enzyme phospholipase C (PLC) (a membrane-bound enzyme) that, through the same reaction, produces inositol trisphosphate (IP3). Although inositol trisphosphate (IP3) diffuses into the cytosol, DAG remains within the plasma membrane due to its hydrophobic properties. IP3 stimulates the release of calcium ions from the smooth endoplasmic reticulum, whereas DAG is a physiological activator of protein kinase C (PKC). The production of DAG in the membrane facilitates translocation of PKC from the cytosol to the plasma membrane. (See References)Diacylglycerol mimicksthe effects ofthe tumor-promoting compounds phorbol esters.Precaution:Since short chain Diacylglycerols mimic effects of the tumor-promoting phorbol diesters in a number of biological systems, extra care should be employed in their handling. Treatment of solutions, vessels and other articles with 1N NaOH before washing or discarding will destroy diacylglycerols.Storage:Diacylglycerols are conveniently stored in chloroform solutions in glass vials with teflon-lined caps at -20°C. Under these conditions acyl migration is minimal. Avoid plastic when handling chloroform solutions.Delivery to cells:Dry samples of diacylglycerol in chloroform, using a stream of nitrogen. Dissolve the residue in an appropriate volume of ethanol or DMSO, then dilute to the desired aqueous medium.Effective concentration:Most biological responses saturate at 20 to 250 µM sn-1,2-dioctanoylglycerol. Only sn-1,2 isomers appear to be active. CAS Number 60562-15-4 CAS Registry Number is a Registered Trademark of the American Chemical SocietyYang L, Nie H, Zhao F, Song S, Meng Y, Bai Y, Liu H. A novel online two-dimensional supercritical fluid chromatography/reversed phase liquid chromatography-mass spectrometry method for lipid profiling. Anal Bioanal Chem. 2020 Jan 4:10.1007/s00216-019-02242-x. doi: 10.1007/s00216-019-02242-x. Epub ahead of print. PMID: 31901960.
PubMed ID: 31901960Boretti FS, Burla B, Deuel J, Gao L, Wenk MR, Liesegang A, Sieber-Ruckstuhl NS. Serum lipidome analysis of healthy beagle dogs receiving different diets. Metabolomics. 2019 Dec 3;16(1):1. doi: 10.1007/s11306-019-1621-3. PMID: 31797205; PMCID: PMC6890591.
PubMed ID: 31797205Sun Y, Saito K, Saito Y. Lipid Profile Characterization and Lipoprotein Comparison of Extracellular Vesicles from Human Plasma and Serum. Metabolites. 2019 Nov 1;9(11). pii: E259. doi: 10.3390/metabo9110259.
PubMed ID: 31683897Yan B, Zou Z, Chu H, Chan G, Tsang JO, Lai PM, Yuan S, Yip CC, Yin F, Kao RY, Sze KH, Lau SK, Chan JF, Yuen KY. Lipidomic Profiling Reveals Significant Perturbations of Intracellular Lipid Homeostasis in Enterovirus-Infected Cells. Int J Mol Sci. 2019 Nov 26;20(23). pii: E5952. doi: 10.3390/ijms20235952.
PubMed ID: 31779252Dinesh Kumar Barupal, Sili Fan, Benjamin Wancewicz, Tomas Cajka, Michael Sa, Megan R. Showalter, Rebecca Baillie, Jessica D. Tenenbaum, Gregory Louie, Alzheimer’s Disease Neuroimaging Initiative, Alzheimer’s Disease Metabolomics Consortium, Rima Kaddurah-Daouk Oliver Fiehn. Generation and quality control of lipidomics data for the alzheimer’s disease neuroimaging initiative cohort. Scientific Data volume 5, Article number: 180263 (2018).
Ebeling, J.G., Vandenbark, G.R., Kuhn, L., Ganong, B., Bell, R.M. Niedel, J.E. (1985) Diacylglycerols and Phorbol Diesters Induce Leukemic Cell Differentiation via a Common Mechanism. Proc. Natl. Acad. Sci. USA 82:815-819.
Davis, R.J., Ganong, B.R., Bell, R.M. Czech, M.P. (1985) sn-1,2-dioctanoylglycerol: a Cell Permeable Diacylglycerol That Mimics Phorbol Diester Action on the Epidermal Growth Factor Receptor and Mitogenesis. J. Biol. Chem. 260:1562-1566.
PubMed ID: 2981862Lapetina, E.G., Reep, B., Ganong, B.R. Bell, R.M. (1985) Exogenous sn-1,2-diacylglycerols Containing Saturated Fatty Acids Functions as Bioregulators of Protein Kinase C in Human Platelets. J. Biol. Chem. 260:1358-1361.
Ganong, B.R., Loomis, C.R., Hannun, Y.A. Bell, R.M. (1986) Specificity and Mechanism of Protein Kinase C Activation by sn-1,2-diacylglycerols. Proc. Natl. Acad. Sci. USA 83:1184-1188.
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