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800800O

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08:0 DG

1,2-dioctanoyl-sn-glycerol, neat oil

Sinonimo/i:

DG(8:0/8:0/0:0)

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About This Item

Formula empirica (notazione di Hill):
C19H36O5
Numero CAS:
Peso molecolare:
344.49
Codice UNSPSC:
12352211
NACRES:
NA.25

Saggio

>99% (TLC)

Forma fisica

liquid

Confezionamento

pkg of 1 × 10 mg (with screw cap (800800O-10mg))
pkg of 1 × 25 mg (with screw cap (800800O-25mg))

Produttore/marchio commerciale

Avanti Research - A Croda Brand 800800O

Tipo di lipide

neutral lipids
neutral glycerides

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

InChI

1S/C19H36O5/c1-3-5-7-9-11-13-18(21)23-16-17(15-20)24-19(22)14-12-10-8-6-4-2/h17,20H,3-16H2,1-2H3/t17-/m0/s1
ZQBULZYTDGUSSK-KRWDZBQOSA-N

Descrizione generale

08:0 DG (1,2-dioctanoyl-sn-glycerol), also referred as di-C8, is a short-chain cell-permeable diacyl glycerol.
In biochemical signaling, diacylglycerol (DAG) functions as a second messenger signaling lipid, and is a product of the hydrolysis of the phospholipid PIP2 (phosphatidylinositolbisphosphate) by the enzyme phospholipase C (PLC) (a membrane-bound enzyme) that, through the same reaction, produces inositol trisphosphate (IP3). Although inositol trisphosphate (IP3) diffuses into the cytosol, DAG remains within the plasma membrane due to its hydrophobic properties. IP3 stimulates the release of calcium ions from the smooth endoplasmic reticulum, whereas DAG is a physiological activator of protein kinase C (PKC). The production of DAG in the membrane facilitates translocation of PKC from the cytosol to the plasma membrane.
Diacylglycerol mimicks the effects of the tumor-promoting compounds phorbol esters.

Applicazioni

08:0 DG may be used:
  • to study its stimulatory effect on protein kinase C (PKC) in human cell lines
  • as a lipid cofactor in PKC activity assay
  • in vesicular-fusion protein Sec-18 binding studies

Azioni biochim/fisiol

08:0 DG (1,2-dioctanoyl-sn-glycerol) mimics endogenous diacylglycerol andis a active phorbol compund. It activates protein kinase C (PKC). It binds to the epidermal growth factor (EGF) receptor similar to 4β-phorbol 12β-myristate 13α-acetate (PMA). DiC8 elevates the phosphoserine and phosphothreonine levels. DiC8 stimulates the release of superoxide in neutrophils. It downregulates nicotinic acetylcholine receptor α1 subunit 1 (nAChR1).

Confezionamento

5 mL PTFE Vial with Screw Cap (800800O-10mg)
5 mL PTFE Vial with Screw Cap (800800O-25mg)

Stoccaggio e stabilità

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.

Altre note

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.

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Rottlerin is a mitochondrial uncoupler that decreases cellular ATP
Soltoff SP
Test, 276(41), 37986-37992 (1986)
Regulation of human monocyte surface antigen expression. I. Up-modulation of Mo3e antigen expression on U-937 and HL-60 cells stimulated by pharmacologic activators of protein kinase C
Todd RF, et al.
Blood, 68(5), 1154-1161 (1986)
Protein Kinase Calpha (PKCalpha) Is Resistant to Long Term Desensitization/Down-regulation by Prolonged Diacylglycerol Stimulation
Lum MA, et al.
The Journal of biological chemistry, 291(12), 6331-6346 (2016)
1, 2-dioctanoyl-sn-glycerol can stimulate neutrophils by different mechanisms. Evidence for a pathway that does not involve phosphorylation of the 47-kDa protein.
Badwey JA, et al.
The Journal of biological chemistry, 264(34), 20676-20682 (1989)
S P Soltoff
The Journal of biological chemistry, 276(41), 37986-37992 (2001-08-11)
Protein kinase Cdelta (PKCdelta) is activated by stimuli that increase its tyrosine phosphorylation, including neurotransmitters that initiate fluid secretion in salivary gland (parotid) epithelial cells. Rottlerin, a compound reported to be a PKCdelta-selective inhibitor, rapidly increased the rate of oxygen

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