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800100O

Avanti

18:1-2:0 DG

1-oleoyl-2-acetyl-sn-glycerol, neat oil

Synonyme(s) :

1--(9Z-octadecenoyl)-2-acetoyl-sn-glycerol; DG(18:1(9Z)/2:0/0:0); OAG

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About This Item

Formule empirique (notation de Hill):
C23H42O5
Numéro CAS:
86390-77-4
Poids moléculaire :
398.58
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Pureté

>99% (TLC)

Forme

liquid

Conditionnement

pkg of 1 × 10 mg (with screw cap (800100O-10mg))
pkg of 1 × 25 mg (with screw cap (800100O-25mg))

Fabricant/nom de marque

Avanti Research™ - A Croda Brand 800100O

Type de lipide

neutral glycerides
neutral lipids

Conditions d'expédition

dry ice

Température de stockage

−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

Clé InChI

PWTCCMJTPHCGMS-YRBAHSOBSA-N

Catégories apparentées

Description générale

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

Actions biochimiques/physiologiques

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).

Conditionnement

5 mL PTFE Vial with Screw Cap (800100O-10mg)
5 mL PTFE Vial with Screw Cap (800100O-25mg)

Stockage et stabilité

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.

Autres remarques

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.

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
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)
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
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)
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