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U0383

Sigma-Aldrich

Umbelliferyl Arachidonate

ethanol solution

Sinónimos:

5Z,8Z,11Z,14Z-Eicosatetraenoic acid 2-oxo-2H-1-benzopyran-7-yl ester, 7-Hydroxycoumarinyl Arachidonate

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About This Item

Fórmula empírica (notación de Hill):
C29H36O4
Número de CAS:
161180-11-6
Peso molecular:
448.59
Número CE:
200-578-6
Número MDL:
MFCD00797670
Código UNSPSC:
41106300
ID de la sustancia en PubChem:
329827591
NACRES:
NA.32

origen biológico

synthetic (organic)

Nivel de calidad

200

Análisis

≥98% (HPLC)

formulario

ethanol solution

técnicas

immunofluorescence: suitable

solubilidad

DMSO: soluble 25 mg/mL
DMF: soluble 50 mg/mL
aqueous buffer: slightly soluble

Condiciones de envío

wet ice

temp. de almacenamiento

−20°C

cadena SMILES

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)Oc1ccc2C=CC(=O)Oc2c1

InChI

1S/C29H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-28(30)32-26-22-20-25-21-23-29(31)33-27(25)24-26/h6-7,9-10,12-13,15-16,20-24H,2-5,8,11,14,17-19H2,1H3/b7-6-,10-9-,13-12-,16-15-

Clave InChI

SFTGFGOBCQCZDY-DOFZRALJSA-N

Aplicación

Umbelliferyl Arachidonate also known as 7-Hydroxycoumarinyl Arachidonate was used as a fluorogenic substrate for developing a fluorescence-based assay to evaluate the inhibitors against human recombinant monoacylglycerol lipase.

Acciones bioquímicas o fisiológicas

Monoacylglycerol lipase (MAGL) protein facilitates the hydrolysis of Umbelliferyl Arachidonate and generates arachidonic acid and the highly fluorescent 7-hydroxyl coumarin (7-HC). Hence, it acts as a marker in a fluorescence-based assay.

Nota de preparación

Umbelliferyl Arachidonate can be dissolved in DMSO at 25 mg/ml and in DMF at 50 mg/ml. The product is sparingly soluble in aqueous buffers.

Pictogramas

FlameExclamation mark
GHS02,GHS07

Palabra de señalización

Danger

Frases de peligro

H225,H319

Clasificaciones de peligro

Eye Irrit. 2 - Flam. Liq. 2

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

57.2 °F - closed cup

Punto de inflamabilidad (°C)

14 °C - closed cup

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Z Huang et al.
Analytical biochemistry, 222(1), 110-115 (1994-10-01)
A sensitive method for continuously monitoring the activity of the human cytosolic phospholipase A2 (cPLA2) is described. Recombinant cPLA2 efficiently hydrolyzes fatty acid esters of 7-hydroxycoumarin, producing the free fatty acid and the highly fluorescent 7-hydroxycoumarin. All of the observed
Angela Holtfrerich et al.
Analytical biochemistry, 399(2), 218-224 (2009-12-18)
A fluorescent assay for the evaluation of inhibitors of monoacylglycerol lipase (MAGL) is described. 1,3-Dihydroxypropan-2-yl 4-pyren-1-ylbutanoate was designed and synthesized as novel fluorogenic substrate. Activity of human recombinant MAGL was determined in the presence of the surfactant Triton X-100 without
Yuren Wang et al.
Assay and drug development technologies, 6(3), 387-393 (2008-05-03)
A novel fluorescence-based assay of monoacylglycerol lipase (MAGL) activity that is simple, sensitive, and amenable to the screening of small molecule inhibitors is described. Purified recombinant human MAGL protein and 7-hydroxycoumarinyl-arachidonate (7-HCA), a fluorogenic substrate for MAGL, were employed in
Céline Schalk-Hihi et al.
Protein science : a publication of the Protein Society, 20(4), 670-683 (2011-02-11)
A high-resolution structure of a ligand-bound, soluble form of human monoglyceride lipase (MGL) is presented. The structure highlights a novel conformation of the regulatory lid-domain present in the lipase family as well as the binding mode of a pharmaceutically relevant
E Turk et al.
The Journal of biological chemistry, 271(4), 1925-1934 (1996-01-26)
The membrane topology of the human Na+/glucose cotransporter SGLT1 has been probed using N-glycosylation scanning mutants and nested truncations. Functional analysis proved essential for establishment of signal-anchor topology. The resultant model diverges significantly from previously held suppositions of structure based

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