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Documentos Principais

800800C

Avanti

08:0 DG

1,2-dioctanoyl-sn-glycerol, chloroform solution

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C19H36O5
Número CAS:
Peso molecular:
344.49
Número MDL:
Código UNSPSC:
12352211
NACRES:
NA.25

Ensaio

>99% (TLC)

Formulário

liquid

embalagem

pkg of 1 × 5 mL (800800C-10mg)
pkg of 1 × 5 mL (800800C-25mg)

fabricante/nome comercial

Avanti Research - A Croda Brand 800800C

concentração

2 mg/mL (800800C-10mg)
5 mg/mL (800800C-25mg)

tipo de lipídio

neutral lipids
neutral glycerides

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

O([C@H](COC(=O)CCCCCCC)CO)C(=O)CCCCCCC

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

chave InChI

ZQBULZYTDGUSSK-KRWDZBQOSA-N

Descrição geral

08:0 DG (1,2-dioctanoyl-sn-glycerol), also called as di-C8, is a cell-permeable and a short-chain 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.

Aplicação

08:0 DG may be used as a component of phosphatidylinositol 3-phosphate (PI3P) liposomes for vacuolar morphogenesis protein 7 (Vam7-6A) binding studies. It has been used in T-cell lymphoma invasion and metastasis–inducing protein 1 (TIAM1) transfection studies.

Ações bioquímicas/fisiológicas

08:0 DG (1,2-dioctanoyl-sn-glycerol) binds to the epidermal growth factor (EGF) receptor similar to 4β-phorbol 12β-myristate 13α-acetate (PMA). It also elevates the phosphoserine and phosphothreonine levels. DAG DiC8 activates protein kinase C (PKC). DiC8 stimulates the release of superoxide in neutrophils. It also inhibits the nicotine and clothianidin induced currents in neurosecretory cells and downregulates nicotinic acetylcholine receptor α1 subunit 1 (nAChR1).

Embalagem

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800800C-10mg)
30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800800C-25mg)

Armazenamento e estabilidade

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.

Outras notas

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.

Informações legais

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictogramas

Skull and crossbonesHealth hazard

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Órgãos-alvo

Central nervous system, Liver,Kidney

Classe de risco de água (WGK)

WGK 3


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Visite a Biblioteca de Documentos

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)
The Central Polybasic Region of the Soluble SNARE Vam7 Affects Binding to Phosphatidylinositol 3-phosphate by the PX domain
Miner GE, et al.
Test, jbc-M116 (2016)
Phosphatidic acid is required for the constitutive ruffling and macropinocytosis of phagocytes
Bohdanowicz M, et al.
Molecular Biology of the Cell, 24(11), 1700-1712 (2013)
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)

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