800100C

18:1-2:0 DG

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

• Sinônimo(s): 1--(9Z-octadecenoyl)-2-acetoyl-sn-glycerol; DG(18:1(9Z)/2:0/0:0); OAG
• Fórmula empírica (Notação de Hill): C₂₃H₄₂O₅
• Número CAS: 86390-77-4
• Peso molecular: 398.58
• Número MDL: MFCD00166985
• Código UNSPSC: 12352211
• NACRES: NA.25

Propriedades

• Ensaio: >99% (TLC)
• Formulário: liquid
• embalagem: pkg of 1 × 5 mL (800100C-10mg); pkg of 1 × 5 mL (800100C-25mg)
• fabricante/nome comercial: Avanti Research^™ - A Croda Brand 800100C
• concentração: 2 mg/mL (800100C-10mg); 5 mg/mL (800100C-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\C=C/CCCCCCCC)CO)C(=O)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
• chave InChI: PWTCCMJTPHCGMS-YRBAHSOBSA-N

Descrição

Descrição geral

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.[1]

Aplicação

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.[2] 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.[3] It may also be used as a protein kinase C (PKC) activator in adrenal glands.[4]

Ações bioquímicas/fisiológicas

1-oleoyl-2-acetyl-sn-glycerol (OAG) has ability to activate protein kinase C (PKC) .[4] It also inhibits TWIK-related acid-sensitive (TASK)-like potassium channels in peripheral arterial chemoreceptors.[2] OAG stimulates 5-lipooxygenase (5-LO) in human polymorphonuclear leukocytes (PMNL).[5] It also inhibits mitochondrial permeability transition pore (MPTP) formation and prevents fatty acid release and necrosis in lung fibroblasts.[6]

Embalagem

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

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

Informações de segurança

• Pictogramas: GHS06,GHS08
• Palavra indicadora: Danger
• Frases de perigo: H302,H315,H319,H331,H336,H351,H361d,H372,H412
• Declarações de precaução: P201 - P273 - P301 + P312 + P330 - P302 + P352 - P304 + P340 + P311 - P308 + P313
• 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