P7626

Sigma-Aldrich

Phenylmethanesulfonyl fluoride

≥98.5% (GC)

Synonym(s):
α-Toluenesulfonyl fluoride, Benzylsulfonyl fluoride, Phenylmethylsulfonyl fluoride, PMSF
Empirical Formula (Hill Notation):
C7H7FO2S
CAS Number:
Molecular Weight:
174.19
Beilstein/REAXYS Number:
2088311
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

biological source

synthetic

assay

≥98.5% (GC)

form

powder

mp

91-94 °C

solubility

dry solvents (ethanol, methanol, and 2-propanol): 200 mM (Stock solution are stable for months at 4°C.)
H2O: unstable

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

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General description

Phenylmethanesulfonyl fluoride (PMSF) is a widely used serine protease inhibitor, effective against such enzymes as chymotrypsin, thrombin, and trypsin. PMSF acts as an inhibitor via sulfonation of the hydroxyl residues of serine residues at the reactive sites of serine proteases.

Application

Phenylmethanesulfonyl fluoride has been used in following applications:
  • cell fractionation.
  • used as a supplement in nuclear protein extraction.
  • inhibitor of cholesterol esterase (CE) and pseudocholinesterase (PCE).
  • used for the collection of blood prior to centrifugation to quantify plasma ANP levels.
PMSF is often used in lysis buffer to assist in preserving proteins of interest during protein isolation and sample preparation, by inhibiting proteases that would otherwise degrade proteins after cell or tissue lysis. PMSF is unstable in aqueous media. Thus stock solutions of PMSF are generally prepared in anhydrous organic solvents (e.g. 100% ethanol, or anhydrous isopropanol) prior to use in aqueous media.

Noted general features and benefits of PMSF include the following:
  • Inhibits serine proteases such as trypsin and chymotrypsin
  • Also inhibits cysteine proteases (reversible by reduced thiols) and mammalian acetylcholinesterase
  • Not as effective or as toxic as DFP
  • Effective concentration 0.1-1 mM
  • Half-life = 1 hr. at pH 7.5

Packaging

250 mg in glass bottle
1, 5, 25, 100 g in glass bottle

Biochem/physiol Actions

Administration of PMSF produces analgesia unrelated to its anticholinesterase effect, and prolongs the analagesic effect of centrally administered β-endorphin.

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2928 8(6.1) / PGII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

  1. How should Product P7626, Phenylmethanesulfonyl fluoride (PMSF), solutions be prepared?

    Stock solutions of 100-200 mM can be prepared in anhydrous isopropanol or anhydrous absolute ethanol. PMSF is unstable in the presence of water.

  2. How should stock solutions of Product P7626,  Phenylmethanesulfonyl fluoride (PMSF), be stored?

    A 200 mM solution in dry solvent is stable for at least 9 months when stored at 2-8°C.

  3. What does Product P7626,  Phenylmethanesulfonyl fluoride (PMSF), inhibit?

    PMSF is a serine protease inhibitor, inhibiting the activity of enzymes such as thrombin, trypsin, papain, chymotrypsin and proteinase K. It also inhibits mammalian acetylcholinesterases.

  4. What is the effective amount of Product P7626,  Phenylmethanesulfonyl fluoride (PMSF), to be used?

    The effective concentration range is 0.1-1 mM. A final concentration of 5 mM was used for proteinase K inhibition.

  5. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  6. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  7. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  8. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  9. My question is not addressed here, how can I contact Technical Service for assistance?

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C Pinsky et al.
Life sciences, 31(12-13), 1193-1196 (1982-09-20)
Intraperitoneal (IP) injection of the serine proteinase inhibitor phenylmethylsulfonyl fluoride (PMSF) produced dose-dependent analgesia in Sprague-Dawley rats. AD50 was 2.9 +/- 1.4 (S.E.) mg kg-1, the analgesia was antagonized by naloxone but unaffected by atropine. PMSF significantly enhanced the analgesic...
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