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M2939

Sigma-Aldrich

Methyl arachidonyl fluorophosphonate

≥98%, methyl acetate solution (10 mg/mL)

Sinônimo(s):

MAPF, Phosphonofluoridic acid, methyl-5Z,8Z,11Z,14Z-eicosatetraenyl ester

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About This Item

Fórmula empírica (Notação de Hill):
C21H36FO2P
Número CAS:
188404-10-6
Peso molecular:
370.48
Número CE:
201-185-2
Número MDL:
MFCD03095722
Código UNSPSC:
41106300
ID de substância PubChem:
329817956
NACRES:
NA.77

Nível de qualidade

200

Ensaio

≥98%

forma

methyl acetate solution (10 mg/mL)

Condições de expedição

dry ice

temperatura de armazenamento

−70°C

cadeia de caracteres SMILES

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCP(F)(=O)OC

InChI

1S/C21H36FO2P/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25(22,23)24-2/h7-8,10-11,13-14,16-17H,3-6,9,12,15,18-21H2,1-2H3/b8-7-,11-10-,14-13-,17-16-

chave InChI

KWKZCGMJGHHOKJ-ZKWNWVNESA-N

Ações bioquímicas/fisiológicas

MAFP is a selective, irreversible inhibitor of both calcium-dependent and calcium-independent cytosolic phospholipase A2, but not secretory phospholipase A2. MAFP is also a potent acetylcholinesterase inhibitor.

Nota de preparo

To change the solvent, evaporate the methyl acetate under a gentle stream of nitrogen and immediately add the solvent of choice.

Pictogramas

FlameExclamation mark
GHS02,GHS07

Palavra indicadora

Danger

Frases de perigo

H225,H319,H336

Classificações de perigo

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Órgãos-alvo

Central nervous system

Perigos de suplementos

EUH066

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

3.2 °F - closed cup

Ponto de fulgor (°C)

-16 °C - closed cup

Equipamento de proteção individual

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

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Elizabeth R Cleverdon et al.
Bioorganic chemistry, 79, 98-106 (2018-05-09)
Ghrelin is a small peptide hormone that undergoes a unique posttranslational modification, serine octanoylation, to play its physiological roles in processes including hunger signaling and glucose metabolism. Ghrelin O-acyltransferase (GOAT) catalyzes this posttranslational modification, which is essential for ghrelin to
Yao-Fa Li et al.
In vitro cellular & developmental biology. Animal, 53(5), 421-429 (2017-04-30)
Prostaglandins (PGs) are oxygenated metabolites of arachidonic acid (AA) and two other C20 polyunsaturated fatty acids that serve as biochemical signals mediating physiological functions. We reported that PGs influence protein expression in insect cell lines, which prompted the question: do
Rose Cairns et al.
Experimental cell research, 358(2), 397-410 (2017-07-18)
Annexin A6 (AnxA6) has been implicated in the regulation of endo-/exocytic pathways, cholesterol transport, and the formation of multifactorial signaling complexes in many different cell types. More recently, AnxA6 has also been linked to triglyceride storage in adipocytes. Here we
Niina Aaltonen et al.
Biological procedures online, 22, 6-6 (2020-03-20)
Serine hydrolases (SHs) are a functionally diverse family of enzymes playing pivotal roles in health and disease and have emerged as important therapeutic targets in many clinical conditions. Activity-based protein profiling (ABPP) using fluorophosphonate (FP) probes has been a powerful
Chenggang Li et al.
PloS one, 9(10), e104809-e104809 (2014-10-28)
Tuberous sclerosis syndrome (TSC) is an autosomal dominant tumor suppressor gene syndrome affecting multiple organs, including renal angiomyolipomas and pulmonary lymphangioleiomyomatosis (LAM). LAM is a female-predominant interstitial lung disease characterized by the progressive cyst formation and respiratory failure, which is
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