800816C
Avanti
16:0 DG
Avanti Research™ - A Croda Brand
别名:
1,2-dihexadecanoyl-sn-glycerol; DG(16:0/16:0/0:0)
Product Name
16:0 DG, 1,2-dipalmitoyl-sn-glycerol, chloroform
方案
>99% (TLC)
表单
liquid
包装
pkg of 1 × 5 mL (800816C-10mg)
pkg of 1 × 5 mL (800816C-25mg)
制造商/商品名称
Avanti Research™ - A Croda Brand 800816C
浓度
2 mg/mL (800816C-10mg)
5 mg/mL (800816C-25mg)
脂质类型
neutral lipids
neutral glycerides
运输
dry ice
储存温度
−20°C
SMILES字符串
O(C(COC(=O)CCCCCCCCCCCCCCC)CO)C(=O)CCCCCCCCCCCCCCC
InChI
1S/C35H68O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(37)39-32-33(31-36)40-35(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33,36H,3-32H2,1-2H3
InChI key
JEJLGIQLPYYGEE-UHFFFAOYSA-N
一般描述
16:0 DG (1,2-dipalmitoyl-sn-glycerol) is a diacylglycerol with longer acyl chains.
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.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.
应用
16:0 DG has been used to spike brain samples for mass spectrometric analysis. It may be used as diacyl-glycerol source in diacylglycerol O-acyltransferase 1 (DGAT1) enzyme assay in human leukemic K562 cells and in Golgi-like liposomes reconstitution.
生化/生理作用
16:0 DG (1,2-dipalmitoyl-sn-glycerol) fails to prevent the late fission events in Golgi membrane.
包装
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800816C-10mg)
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800816C-25mg)
制备说明
Diacylglycerols are conveniently stored in chloroform solutions in glass vials with PTFE-lined caps at -20°C. Under these conditions acyl migration is minimal. Avoid plastic when handling chloroform solutions.
其他说明
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.
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.
Most biological responses saturate at 20 to 250 μM sn-1,2-dioctanoylglycerol. Only sn-1,2 isomers appear to be active.
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.
法律信息
Avanti Research is a trademark of Avanti Polar Lipids, LLC
警示用语：
Danger
危险分类
Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3
靶器官
Central nervous system, Liver,Kidney
WGK
WGK 3
法规信息
易制毒化学品（2类）
危险化学品
Probing the global cellular responses to lipotoxicity caused by saturated fatty acids
Piccolis M, et al.
Molecular Cell, 74(1), 32-44 (2019)
Quantification of signaling lipids by nano-electrospray ionization tandem mass spectrometry (Nano-ESI MS/MS)
Haag M, et al.
Metabolites, 2(1), 57-76 (2012)
PTPsigma inhibitors promote hematopoietic stem cell regeneration
Zhang Y, et al.
Nature Communications, 10(1), 1-15 (2019)
B R Ganong et al.
Proceedings of the National Academy of Sciences of the United States of America, 83(5), 1184-1188 (1986-03-01)
The specificity of protein kinase C activation by sn-1,2-diacylglycerols and analogues was investigated by using a Triton X-100 mixed micellar assay [Hannun, Y. A., Loomis, C. R. & Bell, R. M. (1985) J. Biol. Chem. 260, 10039-10043]. Analogues containing acyl
J G Ebeling et al.
Proceedings of the National Academy of Sciences of the United States of America, 82(3), 815-819 (1985-02-01)
Activation of cellular protein kinase C appears to be involved in the mechanism by which phorbol diesters induce differentiation of human myeloid leukemia cells (HL-60). Protein kinase C is thought to be physiologically activated by diacylglycerol derived from receptor-mediated phosphatidylinositol
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