800100O
Avanti
18:1-2:0 DG
1-oleoyl-2-acetyl-sn-glycerol, neat oil
Synonym(s):
1--(9Z-octadecenoyl)-2-acetoyl-sn-glycerol; DG(18:1(9Z)/2:0/0:0); OAG
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About This Item
Empirical Formula (Hill Notation):
C23H42O5
CAS Number:
Molecular Weight:
398.58
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
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
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
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)
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.
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Find documentation for the products that you have recently purchased in the Document Library.
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)
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
Toshio Shimada et al.
The Journal of endocrinology, 195(1), 29-38 (2007-10-04)
We examined the cross-regulation of signaling between ACTH-and platelet-activating factor (PAF)-mediated steroidogenesis in the perfused guinea pig adrenal gland. Our method of in situ perfusion using an artificial medium can evaluate whether cortisol secretion in response to ACTH and PAF
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.
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