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方案
>99% (TLC)
表单
liquid
包装
pkg of 1 × 5 mL (800100C-10mg)
pkg of 1 × 5 mL (800100C-25mg)
制造商/商品名称
Avanti Research™ - A Croda Brand 800100C
浓度
2 mg/mL (800100C-10mg)
5 mg/mL (800100C-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\C=C/CCCCCCCC)CO)C(=O)C
InChI
1S/C23H42O5/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)27-20-22(19-24)28-21(2)25/h10-11,22,24H,3-9,12-20H2,1-2H3/b11-10-/t22-/m0/s1
InChI key
PWTCCMJTPHCGMS-YRBAHSOBSA-N
一般描述
18:1-2:0 DG, also called 1-oleoyl-2-acetyl-sn-glycerol (OADG), is a synthetic analog of diacyl glycerol (DAG) and is membrane permeable.
应用
18:1-2:0 DG (1-oleoyl-2-acetyl-sn-glycerol) has been used as a diacyl glycerol (DAG) analog to test its impact on DAG-sensitive channels in thalamocortical (TC) neurons. It may be used as an internal standard for retention time calibration in ultra-high performance liquid chromatography-quadrupole time-of-flight mass spectrometry (UPLC-QTOF MS) for blood sample lipid quantification. It may also be used as a protein kinase C (PKC) activator in adrenal glands.
生化/生理作用
1-oleoyl-2-acetyl-sn-glycerol (OAG) has ability to activate protein kinase C (PKC) . It also inhibits TWIK-related acid-sensitive (TASK)-like potassium channels in peripheral arterial chemoreceptors. OAG stimulates 5-lipooxygenase (5-LO) in human polymorphonuclear leukocytes (PMNL). It also inhibits mitochondrial permeability transition pore (MPTP) formation and prevents fatty acid release and necrosis in lung fibroblasts.
包装
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800100C-10mg)
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800100C-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
警示用语：
Danger
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
Specificity and Mechanism of Protein Kinase C Activation by sn-1,2-diacylglycerols.
Ganong, B.R, et. al.
Proceedings of the National Academy of Sciences of the USA, 83, 1184-1188 (1986)
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)
sn-1,2-dioctanoylglycerol: a Cell Permeable Diacylglycerol That Mimics Phorbol Diester Action on the Epidermal Growth Factor Receptor and Mitogenesis
Davis, R.J, et.al.
The Journal of Biological Chemistry, 260, 1562-1566 (1985)
Insulin activates phospholipase C-gamma1 via a PI-3 kinase dependent mechanism in 3T3-L1 adipocytes.
J Eichhorn et al.
Biochemical and biophysical research communications, 282(2), 615-620 (2001-06-13)
Previously we have shown that the insulin receptor and phospholipase C-gamma1 physically interact in the 3T3-L1 adipocyte cell line. In this study, we investigated the ability of insulin and PDGF to stimulate PLC-gamma1 enzyme activity as measured by PI-(4,5)P(2) hydrolysis.
Christina Hörnig et al.
The Journal of biological chemistry, 280(29), 26913-26921 (2005-06-01)
5-Lipoxygenase (5-LO) catalysis is positively regulated by Ca2+ ions and phospholipids that both act via the N-terminal C2-like domain of 5-LO. Previously, we have shown that 1-oleoyl-2-acetylglycerol (OAG) functions as an agonist for human polymorphonuclear leukocytes (PMNL) in stimulating 5-LO
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