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Sigma-Aldrich

Phenylmethanesulfonyl fluoride

≥99.0% (T)

Synonym(s):

α-Toluenesulfonyl fluoride, Benzylsulfonyl fluoride, PMSF, Phenylmethylsulfonyl fluoride

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About This Item

Empirical Formula (Hill Notation):
C7H7FO2S
CAS Number:
329-98-6
Molecular Weight:
174.19
Beilstein:
2088311
EC Number:
206-350-2
MDL number:
MFCD00007424
UNSPSC Code:
12352202
PubChem Substance ID:
57652759
NACRES:
NA.77

biological source

synthetic

Assay

≥99.0% (T)

form

powder or crystals

impurities

≤0.1% water

mp

92-95 °C

solubility

anhydrous isopropanol: soluble 35 mg/mL, clear to faintly hazy, colorless to faintly yellow (Heating required)

storage temp.

room temp

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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Application

Phenylmethanesulfonyl fluoride has been used as a component in radioimmunoprecipitation buffer for western blot analysis. It has also been used as a component in the RAW264.7 cell lysis buffer for western blotting.

Biochem/physiol Actions

Phenylmethanesulfonyl fluoride has the ability to enhance the stability of plasma lipidome in lipidomic and metabolomic analysis. This serine protease inhibitor reduces the naloxone-precipitated withdrawal jumping behavior in morphine-dependent mice.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research
Specific trypsin and chymotrypsin inhibitor. Less toxic substitute for diisopropylfluorophosphate. Potentiates the effects of ischemia on brain mitochondria through its inhibition of phospholipase C.
Specific trypsin and chymotrypsin inhibitor; Less toxic substitute for diisopropylfluorophosphate. Potentiates the effects of ischemia on brain mitochondria through its inhibition of phospholipase C.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301,H314

Hazard Classifications

Acute Tox. 3 Oral - Skin Corr. 1B

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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D.E. Fahrney et al.
Journal of the American Chemical Society, 85, 997-997 (1963)
beta-catenin dosage is a critical determinant of tracheal basal cell fate determination
Brechbuhl H M, et al.
The American Journal of Pathology, 179(1), 367-379 (2011)
Q S Wang et al.
Acta pharmacologica Sinica, 22(3), 249-252 (2001-12-18)
To study the effect of phenylmethylsulfonyl fluoride (PMSF), a phospholipase C inhibitor, on ischemic injury to brain mitochondria in rats. The phospholipid level, membrane fluidity, and respiratory control ratio of brain mitochondria were measured. The effect of phenylmethylsulfonyl fluoride was
Quercetin protects RAW264. 7 macrophages from glucosamine-induced apoptosis and lipid accumulation via the endoplasmic reticulum stress pathway
Cai X, et al.
Molecular Medicine Reports, 12(5), 7545-7553 (2015)
Phenylmethanesulfonyl fluoride, a serine protease inhibitor, suppresses naloxone-precipitated withdrawal jumping in morphine-dependent mice
Nemoto W, et al.
Neuropeptides, 47(3), 187-191 (2013)
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