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M2689

Sigma-Aldrich

Methyl γ-linolenyl fluorophosphonate

≥98%, methyl acetate solution

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Synonym(s):
(6Z,9Z,12Z)-Octadecatrienyl-phosphonofluoridic acid
Empirical Formula (Hill Notation):
C19H34FO2P
Molecular Weight:
344.44
EC Number:
MDL number:
NACRES:
NA.77

Quality Level

assay

≥98%

form

methyl acetate solution

shipped in

dry ice

storage temp.

−70°C

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M2939T6513
vibrant-m

T6513

Glyceryl trilinolenate

assay

≥98%

assay

≥98%

assay

≥97% (TLC)

form

methyl acetate solution

form

methyl acetate solution (10 mg/mL)

form

liquid

storage temp.

−70°C

storage temp.

−70°C

storage temp.

−20°C

shipped in

dry ice

shipped in

dry ice

shipped in

dry ice

Biochem/physiol Actions

An analog of MAFP which has been widely studied as an inhibitor of phospholipases, FAAH, and as a cannabinoid receptor ligand.

Preparation Note

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

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

supp_hazards

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

3.2 °F - closed cup

flash_point_c

-16 °C - closed cup

ppe

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


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Philippe J Nadeau et al.
Molecular biology of the cell, 20(16), 3628-3637 (2009-07-03)
ASK1 cysteine oxidation allows JNK activation upon oxidative stress. Trx1 negatively regulates this pathway by reducing the oxidized cysteines of ASK1. However, precisely how oxidized ASK1 is involved in JNK activation and how Trx1 regulates ASK1 oxidoreduction remains elusive. Here
Salimata Bagayoko et al.
PLoS pathogens, 17(9), e1009927-e1009927 (2021-09-14)
Regulated cell necrosis supports immune and anti-infectious strategies of the body; however, dysregulation of these processes drives pathological organ damage. Pseudomonas aeruginosa expresses a phospholipase, ExoU that triggers pathological host cell necrosis through a poorly characterized pathway. Here, we investigated

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