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经验公式（希尔记法）:
C23H42O5
化学文摘社编号:
分子量:
398.58
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
产品名称
18:1-2:0 DG, 1-oleoyl-2-acetyl-sn-glycerol, neat oil
SMILES string
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
assay
>99% (TLC)
form
liquid
packaging
pkg of 1 × 10 mg (with screw cap (800100O-10mg)), pkg of 1 × 25 mg (with screw cap (800100O-25mg))
manufacturer/tradename
Avanti Research™ - A Croda Brand 800100O
lipid type
neutral glycerides
neutral lipids
shipped in
dry ice
storage temp.
−20°C
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General description
18:1-2:0 DG, also called 1-oleoyl-2-acetyl-sn-glycerol (OADG), is a membrane permeable and synthetic analog of diacyl glycerol (DAG).
Application
18:1-2:0 DG (1-oleoyl-2-acetyl-sn-glycerol) may be used:
- in the induction of superoxide generation in neutrophils
- as a substrate for platelet-activating factor acetyl hydrolases
- as a protein kinase C (PKC) activator in adrenal glands
Biochem/physiol Actions
18:1-2:0 DG (OAG) halts the inhibition of glucose uptake by the phospholipase C (PLC) inhibitor, U73122. It also inhibits mitochondrial permeability transition pore (MPTP) formation and prevents fatty acid release and necrosis in lung fibroblasts. OAG is a protein kinase C (PKC) activator. 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).
Packaging
5 mL PTFE Vial with Screw Cap (800100O-10mg)
5 mL PTFE Vial with Screw Cap (800100O-25mg)
Preparation Note
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.
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Diacylglycerols and Phorbol Diesters Induce Leukemic Cell Differentiation via a Common Mechanism.
Ebeling JG, et al.
Proceedings of the National Academy of Sciences of the USA, 82, 815-819 (1985)
Exogenous sn-1,2-diacylglycerols Containing Saturated Fatty Acids Functions as Bioregulators of Protein Kinase C in Human Platelets.
Lapetina EG, et al.
The Journal of Biological Chemistry, 260, 1358-1361 (1985)
sn-1,2-dioctanoylglycerol: a Cell Permeable Diacylglycerol That Mimics Phorbol Diester Action on the Epidermal Growth Factor Receptor and Mitogenesis.
Davis RJ, et al.
The Journal of Biological Chemistry, 260, 1562-1566 (1985)
J H Min et al.
Biochemistry, 38(39), 12935-12942 (1999-10-03)
Human plasma platelet activating factor acetylhydrolase (pPAF-AH) is a phospholipase A(2) that specifically hydrolyzes the sn-2 ester of platelet activating factor (PAF) and of phospholipids with oxidatively truncated sn-2 fatty acyl chains. pPAF-AH is bound to lipoproteins in vivo, and
Pawan Bista et al.
The Journal of physiology, 593(1), 127-144 (2015-01-06)
During the behavioural states of sleep and wakefulness thalamocortical relay neurons fire action potentials in high frequency bursts or tonic sequences, respectively. The modulation of specific K(+) channel types, termed TASK and TREK, allows these neurons to switch between the
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