All Photos(1)

78830

Sigma-Aldrich

Phenylmethanesulfonyl fluoride

≥99.0% (T)

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

Quality Level

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

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

CorrosionSkull and crossbones

signalword

Danger

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 Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
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)
Phenylmethanesulfonyl fluoride pretreatment stabilizes plasma lipidome in lipidomic and metabolomic analysis
Wang X, et al.
Analytica Chimica Acta, 893, 77-83 (2015)
Cellular bioenergetics changes in magnocellular neurons may affect copeptin expression in the late phase of sepsis
Oliveira-Pelegrin G R, et al.
Journal of Neuroimmunology, 267(1-2), 28-34 (2014)

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