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93482

Sigma-Aldrich

Phenylmethanesulfonyl fluoride solution

~0.1 M in ethanol (T)

Synonym(s):

Benzylsulfonyl fluoride, PMSF

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About This Item

CAS Number:
329-98-6
Beilstein:
2088311
MDL number:
MFCD00007424
UNSPSC Code:
12352202
PubChem Substance ID:
57653563
NACRES:
NA.77

biological source

microbial
synthetic

Quality Level

200

form

liquid

concentration

~0.1 M in ethanol (T)

density

0.797 g/mL at 20 °C

storage temp.

2-8°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

Application

Phenylmethanesulfonyl fluoride solution has been used as a component in the cell lysate buffer in breast adenocarcinoma cell line, fibrosarcoma cell line and D5 hindbrain and spinal cord neural progenitors.

Biochem/physiol Actions

Administration of PMSF produces analgesia unrelated to its anticholinesterase effect, and prolongs the analagesic effect of centrally administered β-endorphin.
Phenylmethanesulfonyl fluoride (PMSF) is a serine protease inhibitor. It binds covalently to active site residue of proteases and prevents proteolytic activity. PMSF is used in cell lysate buffers during protein purification to prevent target protein degradation. PMSF effectively inhibits the naloxone-precipitated withdrawal jumping.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H315,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

53.6 °F - closed cup

Flash Point(C)

12 °C - closed cup

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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Nervous system regionalization entails axial allocation before neural differentiation
Metzis V, et al.
Cell, 175(4), 1105-1118 (2018)
SREBP1 drives KRT80-dependent cytoskeletal changes and invasive behavior in endocrine resistant ERalpha breast cancer
Magnani L, et al.
bioRxiv, 380634-380634 (2018)
DNA-encoded library-derived DDR1 inhibitor prevents fibrosis and renal function loss in a genetic mouse model of Alport syndrome
Richter H, et al.
ACS Chemical Biology (2018)
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)
Arwin J Brouwer et al.
Bioorganic & medicinal chemistry, 19(7), 2397-2406 (2011-03-23)
We have designed and synthesized novel irreversible serine protease inhibitors containing aliphatic sulfonyl fluorides as an electrophilic trap. These substituted taurine sulfonyl fluorides derived from taurine or protected amino acids were conveniently synthesized from β-aminoethanesulfonyl chlorides using KF/18-crown-6 or from
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