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Phenylmethylsulfonyl Fluoride (CAS 329-98-6)

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Alternate Names:
Phenylmethylsulfonyl Fluoride is also known as PMSF.
Application:
Phenylmethylsulfonyl Fluoride is an irreversible serine protease, cysteine protease, and FAAH inhibitor.
CAS Number:
329-98-6
Purity:
≥99%
Molecular Weight:
174.19
Molecular Formula:
C7H7FO2S
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Phenylmethylsulfonyl Fluoride (PMSF) is an irreversible inhibitor of serine proteases, such as trypsin, chymotrypsin and thrombin. It affords alkenes by reacting with carbonyl compounds and causes sulfonylation of the active-site serine residues. It also inhibits most cysteine proteases like papain, as well as metalloproteases and aspartic proteases. Phenylmethylsulfonyl Fluoride (PMSF) is used in the preparation of cell lysates to inhibit protein digestion. It is a widely used fatty acid amid hydrolase (FAAH) inhibitor for pretreatment of brain membrane preparations when testing CB1 receptor activity. Phenylmethylsulfonyl Fluoride (PMSF) can substitute for diisopropylfluorophosphate (DFP) (sc-203922).


Phenylmethylsulfonyl Fluoride (CAS 329-98-6) References

  1. Structural basis for the insensitivity of a serine enzyme (palmitoyl-protein thioesterase) to phenylmethylsulfonyl fluoride.  |  Das, AK., et al. 2000. J Biol Chem. 275: 23847-51. PMID: 10801859
  2. Specificity of the serine protease inhibitor, phenylmethylsulfonyl fluoride.  |  Sekar, V. and Hageman, JH. 1979. Biochem Biophys Res Commun. 89: 474-8. PMID: 114175
  3. A phospholipase C inhibitor, phenylmethylsulfonyl fluoride, ameliorates ischemic injury to brain mitochondria in rats.  |  Wang, QS., et al. 2001. Acta Pharmacol Sin. 22: 249-52. PMID: 11742572
  4. Phenylmethylsulfonyl fluoride stimulates proteolysis of nuclear proteins from chick liver.  |  Oka, T., et al. 1992. Biochem Biophys Res Commun. 189: 179-83. PMID: 1449471
  5. Dephosphorylation of the C-terminal tyrosyl residue of the DNA damage-related histone H2A.X is mediated by the protein phosphatase eyes absent.  |  Krishnan, N., et al. 2009. J Biol Chem. 284: 16066-16070. PMID: 19351884
  6. The crystal structure of an HSL-homolog EstE5 complex with PMSF reveals a unique configuration that inhibits the nucleophile Ser144 in catalytic triads.  |  Nam, KH., et al. 2009. Biochem Biophys Res Commun. 389: 247-50. PMID: 19715665
  7. Phenylmethylsulfonyl fluoride, a potentiator of neuropathy, alters the interaction of organophosphorus compounds with soluble brain esterases.  |  Mangas, I., et al. 2012. Chem Res Toxicol. 25: 2393-401. PMID: 23009703
  8. Inactivation of the protease inhibitor phenylmethylsulfonyl fluoride in buffers.  |  James, GT. 1978. Anal Biochem. 86: 574-9. PMID: 26289
  9. An enzyme-linked immunoelectrotransfer blot assay and glycoprotein antigens for diagnosing human cysticercosis (Taenia solium).  |  Tsang, VC., et al. 1989. J Infect Dis. 159: 50-9. PMID: 2909643
  10. Phenylmethylsulfonyl fluoride (PMSF) inhibits nerve growth factor binding to the high affinity (type I) nerve growth factor receptor.  |  Stach, RW., et al. 1986. Biochem Biophys Res Commun. 134: 1000-5. PMID: 3004448
  11. Addition of Phenylmethylsulfonyl Fluoride Increases the Working Lifetime of the Trout Liver S9 Substrate Depletion Assay, Resulting in Improved Detection of Low Intrinsic Clearance Rates.  |  Nichols, JW., et al. 2021. Environ Toxicol Chem. 40: 148-161. PMID: 33045099
  12. Phenylmethylsulfonyl fluoride (PMSF) inhibits 17 beta-estradiol binding to estrogen receptor from human prostate.  |  Ganesan, S., et al. 1987. Life Sci. 41: 2767-76. PMID: 3695806
  13. The use of phenylmethylsulfonyl fluoride in the study of catabolite inactivation and repression in intact cells of Saccharomyces cervisiae.  |  Grossmann, MK. 1980. Arch Microbiol. 124: 293-5. PMID: 6245626
  14. Stimulatory effect of phenylmethylsulfonyl fluoride upon sulfate uptake by costal cartilage.  |  McKern, NM. 1983. Aust J Biol Sci. 36: 35-40. PMID: 6870669
  15. The effect of the enzyme inhibitor phenylmethylsulfonyl fluoride on the pharmacological effect of anandamide in the mouse model of cannabimimetic activity.  |  Compton, DR. and Martin, BR. 1997. J Pharmacol Exp Ther. 283: 1138-43. PMID: 9399986

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Phenylmethylsulfonyl Fluoride, 1 g

sc-3597
1 g
$50.00

Phenylmethylsulfonyl Fluoride, 100 g

sc-3597A
100 g
$683.00