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Key Documents

800800C

Avanti

08:0 DG

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

同義詞:

DG(8:0/8:0/0:0)

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About This Item

經驗公式(希爾表示法):
C19H36O5
CAS號碼:
分子量::
344.49
分類程式碼代碼:
12352211
NACRES:
NA.25

化驗

>99% (TLC)

形狀

liquid

包裝

pkg of 1 × 5 mL (800800C-10mg)
pkg of 1 × 5 mL (800800C-25mg)

製造商/商標名

Avanti Polar Lipids 800800C

濃度

2 mg/mL (800800C-10mg)
5 mg/mL (800800C-25mg)

脂質類型

neutral lipids
neutral glycerides

運輸包裝

dry ice

儲存溫度

−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 密鑰

ZQBULZYTDGUSSK-KRWDZBQOSA-N

一般說明

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.

應用

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).

包裝

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800800C-10mg)
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800800C-25mg)

儲存和穩定性

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.

其他說明

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.

法律資訊

Avanti Research is a trademark of Avanti Polar Lipids, LLC

象形圖

Skull and crossbonesHealth hazard

訊號詞

Danger

危險分類

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

標靶器官

Central nervous system

儲存類別代碼

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

水污染物質分類(WGK)

WGK 3

閃點(°F)

does not flash

閃點(°C)

does not flash


分析證明 (COA)

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存取文件庫

Diacylglycerols and Phorbol Diesters Induce Leukemic Cell Differentiation via a Common Mechanism
Ebeling, J.G, et. al.
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
Miner GE, et al.
Test, jbc-M116 (2016)
Phosphatidic acid is required for the constitutive ruffling and macropinocytosis of phagocytes
Bohdanowicz M, et al.
Molecular Biology of the Cell, 24(11), 1700-1712 (2013)
Protein Kinase Calpha (PKCalpha) Is Resistant to Long Term Desensitization/Down-regulation by Prolonged Diacylglycerol Stimulation
Lum MA, et al.
The Journal of biological chemistry, 291(12), 6331-6346 (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.
Badwey JA, et al.
The Journal of biological chemistry, 264(34), 20676-20682 (1989)

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