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Merck

78830

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
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
57652759
EC Number:
206-350-2
Beilstein/REAXYS Number:
2088311
MDL number:
MFCD00007424

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Product Name

Phenylmethanesulfonyl fluoride, ≥99.0% (T)

InChI key

YBYRMVIVWMBXKQ-UHFFFAOYSA-N

InChI

1S/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2

SMILES string

FS(=O)(=O)Cc1ccccc1

biological source

synthetic

assay

≥99.0% (T)

form

powder or crystals

impurities

≤0.2% 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

Quality Level

200

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This Item
P76269348252332
Phenylmethanesulfonyl fluoride ≥99.0% (T)

Sigma-Aldrich

78830

Phenylmethanesulfonyl fluoride

Phenylmethanesulfonyl fluoride ≥98.5% (GC)

Sigma-Aldrich

P7626

Phenylmethanesulfonyl fluoride

Phenylmethanesulfonyl fluoride solution ~0.1 M in ethanol (T)

Sigma-Aldrich

93482

Phenylmethanesulfonyl fluoride solution

Phenylmethylsulfonyl Fluoride Phenylmethylsulfonyl Fluoride, CAS 329-98-6, is an irreversible inhibitor of serine proteases. It causes sulfonylation of the active-site serine residues.

Sigma-Aldrich

52332

Phenylmethylsulfonyl Fluoride

assay

≥99.0% (T)

assay

≥98.5% (GC)

assay

-

assay

≥99% (GC)

biological source

synthetic

biological source

synthetic

biological source

microbial, synthetic

biological source

-

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

200

form

powder or crystals

form

powder

form

liquid

form

crystalline solid

storage temp.

room temp

storage temp.

-

storage temp.

2-8°C

storage temp.

10-30°C

solubility

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

solubility

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

solubility

-

solubility

ethanol: soluble, isopropanol: soluble, methanol: soluble

Application

Phenylmethanesulfonyl fluoride has been used as a component in radioimmunoprecipitation buffer for western blot analysis.[1][2] It has also been used as a component in the RAW264.7 cell lysis buffer for western blotting.[3]

Biochem/physiol Actions

Phenylmethanesulfonyl fluoride has the ability to enhance the stability of plasma lipidome in lipidomic and metabolomic analysis.[4] This serine protease inhibitor reduces the naloxone-precipitated withdrawal jumping behavior in morphine-dependent mice.[5]

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research
Specific trypsin and chymotrypsin inhibitor.[6] Less toxic substitute for diisopropylfluorophosphate. Potentiates the effects of ischemia on brain mitochondria through its inhibition of phospholipase C.[7]
Specific trypsin and chymotrypsin inhibitor[6]; Less toxic substitute for diisopropylfluorophosphate. Potentiates the effects of ischemia on brain mitochondria through its inhibition of phospholipase C.[7]

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

hcodes

H301,H314

Hazard Classifications

Acute Tox. 3 Oral - Skin Corr. 1B

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2101
BCCM0138
BCCL4547
BCCL1295
BCCK3400

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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
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)
D.E. Fahrney et al.
Journal of the American Chemical Society, 85, 997-997 (1963)
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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