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检测方案
>99% (TLC)
形式
liquid
包装
pkg of 1 × 5 mL (800800C-10mg)
pkg of 1 × 5 mL (800800C-25mg)
制造商/商品名称
Avanti Polar Lipids 800800C
浓度
2 mg/mL (800800C-10mg)
5 mg/mL (800800C-25mg)
脂质类型
neutral lipids
neutral glycerides
运输
dry ice
储存温度
−20°C
InChI
1S/C19H36O5/c1-3-5-7-9-11-13-18(21)23-16-17(15-20)24-19(22)14-12-10-8-6-4-2/h17,20H,3-16H2,1-2H3/t17-/m0/s1
InChI key
ZQBULZYTDGUSSK-KRWDZBQOSA-N
一般描述
08:0 DG (1,2-dioctanoyl-sn-glycerol), also called as di-C8, is a cell-permeable and a short-chain diacyl 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.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.
应用
08:0 DG may be used as a component of phosphatidylinositol 3-phosphate (PI3P) liposomes for vacuolar morphogenesis protein 7 (Vam7-6A) binding studies. It has been used in T-cell lymphoma invasion and metastasis–inducing protein 1 (TIAM1) transfection studies.
生化/生理作用
08:0 DG (1,2-dioctanoyl-sn-glycerol) binds to the epidermal growth factor (EGF) receptor similar to 4β-phorbol 12β-myristate 13α-acetate (PMA). It also elevates the phosphoserine and phosphothreonine levels. DAG DiC8 activates protein kinase C (PKC). DiC8 stimulates the release of superoxide in neutrophils. It also inhibits the nicotine and clothianidin induced currents in neurosecretory cells and downregulates nicotinic acetylcholine receptor α1 subunit 1 (nAChR1).
包装
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800800C-10mg)
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800800C-25mg)
储存及稳定性
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.
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
The Central Polybasic Region of the Soluble SNARE Vam7 Affects Binding to Phosphatidylinositol 3-phosphate by the PX domain
Test, jbc-M116 (2016)
Phosphatidic acid is required for the constitutive ruffling and macropinocytosis of phagocytes
Molecular Biology of the Cell, 24(11), 1700-1712 (2013)
Diacylglycerols and Phorbol Diesters Induce Leukemic Cell Differentiation via a Common Mechanism
Proceedings of the National Academy of Sciences of the USA, 82, 815-819 (1985)
The Central Polybasic Region of the Soluble SNARE Vam7 Affects Binding to Phosphatidylinositol 3-phosphate by the PX domain
The Journal of biological chemistry, jbc-M116 (2016)
1, 2-dioctanoyl-sn-glycerol can stimulate neutrophils by different mechanisms. Evidence for a pathway that does not involve phosphorylation of the 47-kDa protein.
The Journal of biological chemistry, 264(34), 20676-20682 (1989)
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