800800O

08:0 DG

1,2-dioctanoyl-sn-glycerol, neat oil

• 別名: DG(8:0/8:0/0:0)
• 実験式（ヒル表記法）: C₁₉H₃₆O₅
• CAS番号: 60514-48-9
• 分子量: 344.49
• MDL番号: MFCD00036835
• UNSPSCコード: 12352211
• NACRES: NA.25

特性

• アッセイ: >99% (TLC)
• フォーム: liquid
• 包装: pkg of 1 × 10 mg (with screw cap (800800O-10mg)); pkg of 1 × 25 mg (with screw cap (800800O-25mg))
• メーカー／製品名: Avanti Research^™ - A Croda Brand 800800O
• 脂質タイプ: neutral lipids; neutral glycerides
• 輸送温度: dry ice
• 保管温度: −20°C
• SMILES記法: 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

詳細

詳細

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

アプリケーション

08:0 DG may be used:

• to study its stimulatory effect on protein kinase C (PKC) in human cell lines[7]
• as a lipid cofactor in PKC activity assay[8]
• in vesicular-fusion protein Sec-18 binding studies[9]

生物化学的／生理学的作用

08:0 DG (1,2-dioctanoyl-sn-glycerol) mimics endogenous diacylglycerol andis a active phorbol compund.[8] It activates protein kinase C (PKC).[1] It binds to the epidermal growth factor (EGF) receptor similar to 4β-phorbol 12β-myristate 13α-acetate (PMA). DiC8 elevates the phosphoserine and phosphothreonine levels.[2] DiC8 stimulates the release of superoxide in neutrophils.[10] It downregulates nicotinic acetylcholine receptor α1 subunit 1 (nAChR1).[2]

包装

5 mL PTFE Vial with Screw Cap (800800O-10mg)

5 mL PTFE Vial with Screw Cap (800800O-25mg)

保管および安定性

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.

その他情報

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.

法的情報

Avanti Research is a trademark of Avanti Polar Lipids, LLC

安全性情報

• 保管分類コード: 10 - Combustible liquids
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable