800100C

Avanti

18:1-2:0 DG

1-oleoyl-2-acetyl-sn-glycerol, chloroform

别名:
1--(9Z-octadecenoyl)-2-acetoyl-sn-glycerol; DG(18:1(9Z)/2:0/0:0); OAG
Empirical Formula (Hill Notation):
C23H42O5
CAS号:
分子量:
398.58
NACRES:
NA.25
价格与库存信息目前不能提供

assay

>99% (TLC)

packaging

pkg of 1 × 5 mL (800100C-10mg)
pkg of 1 × 5 mL (800100C-25mg)

mfr. no.

Avanti Polar Lipids, 800100C

concentration

2 mg/mL (800100C-10mg)
5 mg/mL (800100C-25mg)

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 synthetic analog of diacyl glycerol (DAG) and is membrane permeable.

Application

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.

Biochem/physiol Actions

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.

Packaging

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800100C-10mg)
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800100C-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

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.
Effective concentration: Most biological responses saturate at 20 to 250 μM sn-1,2-dioctanoylglycerol. Only sn-1,2 isomers appear to be active.
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.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Target Organs

Central nervous system

RIDADR

UN 1888 6.1 / PGIII

WGK Germany

WGK 3

分析证书
原产地证书 (CofO)
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)
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)
Exogenous sn-1,2-diacylglycerols Containing Saturated Fatty Acids Functions as Bioregulators of Protein Kinase C in Human Platelets.
Lapetina, E.G, 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...
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)

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