800800C

08:0 DG

1,2-dioctanoyl-sn-glycerol, chloroform solution

• 别名: DG(8:0/8:0/0:0)
• 经验公式（希尔记法）: C₁₉H₃₆O₅
• CAS号: 60514-48-9
• 分子量: 344.49
• MDL编号: MFCD00036835
• UNSPSC代码: 12352211
• NACRES: NA.25

属性

• 方案: >99% (TLC)
• 表单: 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 Research^™ - A Croda Brand 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
• SMILES字符串: O([C@H](COC(=O)CCCCCCC)CO)C(=O)CCCCCCC
• 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

说明

一般描述

08:0 DG (1,2-dioctanoyl-sn-glycerol), also called as di-C8, is a cell-permeable[1] and a short-chain diacyl glycerol.[2]

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.[3][4][5][6]
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.[7] It has been used in T-cell lymphoma invasion and metastasis–inducing protein 1 (TIAM1) transfection studies.[8]

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.[1] DAG DiC8 activates protein kinase C (PKC).[2] DiC8 stimulates the release of superoxide in neutrophils.[9] 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.

Effective concentration:
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

安全信息

• 象形图: GHS06,GHS08
• 警示用语：: Danger
• 危险声明: H302,H315,H319,H331,H336,H351,H361d,H372,H412
• 预防措施声明: P201 - P273 - P301 + P312 + P330 - P302 + P352 - P304 + P340 + P311 - P308 + P313
• 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