A nonspecific, irreversible serine protease inhibitor
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Phenylmethylsulfonyl fluoride

Item No. 14333

Technical Information
Formal Name
benzenemethanesulfonyl fluoride
CAS Number
329-98-6
Synonyms
  • Benzylsulfonyl fluoride
  • NSC 88499
  • PMSF
Molecular Formula
C7H7FO2S
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:1): 0.50 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/ml
λmax
208 nm
SMILES
FS(CC1=CC=CC=C1)(=O)=O
InChi Code
InChI=1S/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2
InChi Key
YBYRMVIVWMBXKQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Phenylmethylsulfonyl fluoride (PMSF) is a nonspecific, irreversible inhibitor of serine proteases and other enzymes, including acetylcholinesterase, palmityl coenzyme A deacylase, arylsulfatase A, chymotrypsin, and trypsin.1,2 It is used in protein solublization studies in order to deactivate proteases from digesting proteins of interest after cell lysis. Because PMSF specifically sulfonylates the hydroxal groups of active site serine residues of enzymes, it can be used as a chemical label to identify essential active site serines in an enzyme. PMSF is known to alter the actions of anandamide by blocking its metabolism and can produce cannabinoid effects in mice, including antinociception, hypothermia, and immobility with ED50 values of 86, 224, and 206 mg/kg, respectively.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kraut, D., Goff, H., Pai, R.K., et alInactivation studies on acetylcholinesterase with phenylmethylsulfonyl fluoride. Mol. Pharmacol. 57(6), 1243-1248 (2000).

    2. Raulston, D.L., and Schroepfer, G.J., Jr. Effect of phenylmethylsulfonyl fluoride on sterol biosynthesis in 10,000 x g supernatant fraction of rat liver homogenates. The Journal of Biological Chemisty 256(14), 7173-7176 (1981).

    3. Compton, D.R., and Martin, B.R. The effect of the enzyme inhibitor phenylmethylsulfonyl fluoride on the pharmacological effect of anandamide in the mouse model of cannabimimetic activity. J. Pharmacol. Exp. Ther. 283(3), 1138-1143 (1997).