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Key Documents

M2689

Sigma-Aldrich

Methyl γ-linolenyl fluorophosphonate

≥98%, methyl acetate solution

Synonym(s):

(6Z,9Z,12Z)-Octadecatrienyl-phosphonofluoridic acid

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About This Item

Empirical Formula (Hill Notation):
C19H34FO2P
Molecular Weight:
344.44
EC Number:
MDL number:
UNSPSC Code:
41106300
NACRES:
NA.77

Quality Level

Assay

≥98%

form

methyl acetate solution

shipped in

dry ice

storage temp.

−70°C

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Central nervous system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

3.2 °F - closed cup

Flash Point(C)

-16 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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