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Merck

800811C

Avanti

18:1 DG

1-2-dioleoyl-sn-glycerol, chloroform

别名:

1-2-di-(9Z-octadecenoyl)-sn-glycerol; DG(18:1(9Z)/18:1(9Z)/0:0); DOG

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About This Item

经验公式(希尔记法):
C39H72O5
CAS号:
分子量:
620.99
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 (800811C-10mg)
pkg of 1 × 5 mL (800811C-25mg)
pkg of 1 × 8 mL (800811C-200mg)

製造商/商標名

Avanti Research - A Croda Brand 800811C

濃度

2 mg/mL (800811C-10mg)
25 mg/mL (800811C-200mg)
5 mg/mL (800811C-25mg)

脂質類型

neutral glycerides
neutral lipids

運輸包裝

dry ice

儲存溫度

−20°C

InChI

1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17+,20-18-/t37-/m0/s1

InChI 密鑰

AFSHUZFNMVJNKX-CSWDEDFYSA-N

一般說明

18:1 DG or 1,2-dioleoyl-sn-glycerol (DOG) comprises a small polar region and is synthesized via phosphatidic acid intermediate.
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

18:1 DG may be used:
  • in the lipid-protein overlay screen assay with Arabidopsis Rho-like GTPases recombinant protein and Arabidopsis plasma membrane H+-ATPase
  • in the preparation of the Golgi-like liposomes
  • in giant unilamellar vesicles (GUVs) preparation

生化/生理作用

18:1 DG or 1,2-dioleoyl-sn-glycerol (DOG) fails to prevent the late fission events in the Golgi membrane. DOG is used in ferrihaem π–π tetramer aggregate preparation and β-haematin production.

包裝

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800811C-10mg)
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800811C-200mg)
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800811C-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, Liver,Kidney

水污染物質分類(WGK)

WGK 3


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访问文档库

Insights into the initial stages of lipid-mediated haemozoin nucleation
Kuter D, et al.
CrystEngComm, 18(27), 5177-5187 (2016)
An improved protein lipid overlay assay for studying lipid-protein interactions
Han X, et al.
Plant methods, 16(1), 1-11 (2020)
Eliot Sugarman et al.
Journal of biomolecular screening, 19(1), 77-87 (2013-08-31)
Excess caloric consumption leads to triacylglyceride (TAG) accumulation in tissues that do not typically store fat, such as skeletal muscle. This ectopic accumulation alters cells, contributing to the pathogenesis of metabolic syndrome, a major health problem worldwide. We developed a
Milène Nitenberg et al.
Glycobiology, 30(6), 396-406 (2020-02-27)
Mono- and digalactosyldiacylglycerol are essential galactolipids for the biogenesis of plastids and functioning of the photosynthetic machinery. In Arabidopsis, the first step of galactolipid synthesis is catalyzed by monogalactosyldiacylglycerol synthase 1 (MGD1), a monotopic protein located in the inner envelope
Conical Lipids in Flat Bilayers Induce Packing Defects Similar to that Induced by Positive Curvature
Vamparys, L
Biophysical Journal, 104, 585-593 (2013)

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