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1,2-二油酰基-sn-甘油 [18:1 DG, DOG],1-2-dioleoyl-sn-glycerol, chloroform;>99% (TLC)

别名:1-2-di-(9Z-octadecenoyl)-sn-glycerol; DG(18:1(9Z)/18:1(9Z)/0:0); DOG;(9Z)-9-Octadecenoic acid 1,1′-[(1S)-1-(hydroxymethyl)-1,2-ethanediyl] ester, (S)-1,2-二油精, (S)-甘油-1,2-二油酸酯, 1,2-二(顺式-9-油酰基)-sn-甘油, (S)-Glycerol 1,2-dioleate, 1,2-Di(cis-9-octadecenoyl)-sn-glycerol, DG(18:1(9Z)/18:1(9Z)/0:0), DG(18:1/18:1/0:0)

CAS号 24529-88-2 经验分子式(希尔表示法) C39H72O5 分子量 620.99 NACRES NA.25
货号(SKU): 800811C
CAS号: 24529-88-2
MDL号: MFCD00148866
增值税发票 √ 免费送货 √ 订货电话:010-68689484
HK$1,037.50

产品描述

General description

18:1 DG or 1,2-dioleoyl-sn-glycerol (DOG) comprises a small polar region and is synthesized via phosphatidic acid intermediate.[8]

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.[1][2][3][4][5]
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.

Application

18:1 DG may be used:
• in the lipid-protein overlay screen assay with Arabidopsis Rho-like GTPases recombinant protein[9] and Arabidopsis plasma membrane H+-ATPase[10]
• in the preparation of the Golgi-like liposomes[7]
• in giant unilamellar vesicles (GUVs) preparation[8]

Biochem/physiol Actions

18:1 DG or 1,2-dioleoyl-sn-glycerol (DOG) fails to prevent the late fission events in the Golgi membrane.[7] DOG is used in ferrihaem π–π tetramer aggregate preparation and β-haematin production.[6]

包装

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)

Storage and Stability

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.

Other Notes

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.

性质

assay  >99% (TLC)
packaging  pkg of 1 × 5 mL (800811C-10mg)
 pkg of 1 × 5 mL (800811C-25mg)
 pkg of 1 × 8 mL (800811C-200mg)
mfr. no.  Avanti Polar Lipids, 800811C
concentration  2 mg/mL (800811C-10mg)
 25 mg/mL (800811C-200mg)
 5 mg/mL (800811C-25mg)
shipped in  dry ice
storage temp.  −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 key  AFSHUZFNMVJNKX-CSWDEDFYSA-N


安全信息

符号 
信号词 Danger
靶器官 Central nervous system
RIDADR UN 1888 6.1 / PGIII
WGK德国 WGK 3
商品规格
属性名称属性值
储存温度 Storage temp.-20°C低温冷冻
全球实时库存 Availability √美国St. Louis ≥ 99 | 欧洲Eur. ≥ 10 | 東京Tokyo ≥ 22 | 香港与北京 ≥ 32
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