800100C

18:1-2:0 DG

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

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

Propiedades

• Ensayo: >99% (TLC)
• Formulario: liquid
• envase: pkg of 1 × 5 mL (800100C-10mg); pkg of 1 × 5 mL (800100C-25mg)
• fabricante / nombre comercial: Avanti Research^™ - A Croda Brand 800100C
• concentración: 2 mg/mL (800100C-10mg); 5 mg/mL (800100C-25mg)
• tipo de lípido: neutral lipids; neutral glycerides
• Condiciones de envío: dry ice
• temp. de almacenamiento: −20°C
• cadena 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
• Clave InChI: PWTCCMJTPHCGMS-YRBAHSOBSA-N

Descripción

Descripción general

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]

Aplicación

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]

Acciones bioquímicas o 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]

Envase

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

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (800100C-25mg)

Almacenamiento y estabilidad

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.

Otras 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.

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Información de seguridad

• Pictogramas: GHS06,GHS08
• Palabra de señalización: Danger
• Frases de peligro: H302,H315,H319,H331,H336,H351,H361d,H372,H412
• Consejos de prudencia: P201 - P273 - P301 + P312 + P330 - P302 + P352 - P304 + P340 + P311 - P308 + P313
• Clasificaciones de peligro: 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
• Órganos de actuación: Central nervous system, Liver,Kidney
• Clase de riesgo para el agua (WGK): WGK 3