PMSF-RO

PMSF

Phenylmethylsulfonyl fluoride

• Synonym(s): Phenylmethanesulfonyl fluoride, phenylmethylsulfonyl fluoride, α-Toluenesulfonyl fluoride, Benzylsulfonyl fluoride, PMSF, Phenylmethylsulfonyl fluoride
• Empirical Formula (Hill Notation): C₇H₇FO₂S
• CAS Number: 329-98-6
• Molecular Weight: 174.19
• PubChem Substance ID: 329823637
• UNSPSC Code: 12352202
• Beilstein/REAXYS Number: 2088311
• MDL number: MFCD00007424
• NACRES: NA.54
• eCl@ss: 32160703

Properties

• assay: 98% (TLC)
• form: solid
• mol wt: 174.2
• packaging: pkg of 10 g (10837091001), pkg of 25 g (11359061001)
• manufacturer/tradename: Roche
• concentration: 17-170 μg/mL
• technique(s): western blot: suitable
• pKa: 7.0
• mp: 92-94 °C
• solubility: >10 mg/mL
• shipped in: ambient
• storage temp.: 20-25°C
• SMILES string: FS(=O)(=O)Cc1ccccc1
• InChI: 1S/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2
• InChI key: YBYRMVIVWMBXKQ-UHFFFAOYSA-N

Description

General description

Soluble to >10 mg/ml in isopropanol, ethanol, methanol, or 1,2-propanediol. Unstable in aqueous solution. In 100% isopropanol, stable for at least 9 months at +25°C.

Application

PMSF (C7H7O2SF) inhibits serine proteases such as chymotrypsin, trypsin, thrombin, and the cysteine protease papain (reversible by DTT treatment). It does not inhibit metalloproteases, most cysteine proteases, or aspartic proteases.
PMSF (phenylmethylsulfonyl fluoride) has been used for the preparation of protein extracts from tissues and cells prior to Western blotting.

Biochem/physiol Actions

PMSF (phenylmethylsulfonyl fluoride) functions as a non-specific inhibitor of multiple proteases and other enzymes, such as palmityl coenzyme A deacylase, arylsulfatase A, acetylcholinesterase, trypsin and chymotrypsin. It is an irreversible inhibitor, and sulfonylates hydroxyl groups of the serine residues present in the active site of enzymes.

Inhibits serine proteases such as chymotrypsin, trypsin, and thrombin, and the cysteine protease papain (reversible by DTT treatment). Does not inhibit metalloproteases, most cysteine proteases, or aspartic proteases.

Preparation Note

Activator: PK requires Mg²⁺ (or Mn²⁺, CO²⁺) and K⁺ (or NH⁴⁺, Rb⁺) for full activity.
Working concentration: 17 to 170 μg/ml (0.1 to 1 mM)
Working solution: Due to the short half-life of PMSF, fresh solution must be added at every purification step. Under certain conditions, such as alkaline pH values, PMSF may have a half-life of only 35 minutes. High-salt conditions (3 M), often used to precipitate proteins, may also reverse the inhibition of PMSF. Pefabloc SC is recommended as a non-toxic, water-soluble, and water-stable alternative.
Storage conditions (working solution): 15 to 25 °C
Stock solutions of PMSF in 100% isopropanol are stable for at least 9 months at 15 to 25 °C.

Soluble to > 10 mg/ml in isopropanol, ethanol, methanol, or 1,2-propanediol. Unstable in aqueous solution. In 100% isopropanol, stable for at least 9 months at 15 to 25 °C.

Analysis Note

Purity: Chromatographically homogeneous

Other Notes

Due to a short half-life, fresh solution must be added at every purification step. Under certain conditions, such as alkaline pH values, PMSF may only have a half-life of 35 min. High-salt conditions (3 M), often used to precipitate proteins, may also reverse the inhibition of PMSF. Pefabloc SC is recommended as a non-toxic, water-soluble, and water-stable alternative.

For life science research only. Not for use in diagnostic procedures.

Safety Information

• Pictograms: GHS05,GHS06
• Signal Word: Danger
• Hazard Codes: H301,H314
• Precautionary Statements: P260 - P280 - P301 + P310 + P330 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 + P310
• Hazard Classifications: Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable