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Merck

93482

Phenylmethanesulfonyl fluoride solution

~0.1 M in ethanol (T)

Synonym(s):

Benzylsulfonyl fluoride, PMSF

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About This Item

CAS Number:
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2088311
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InChI

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

SMILES string

FS(=O)(=O)Cc1ccccc1

InChI key

YBYRMVIVWMBXKQ-UHFFFAOYSA-N

biological source

microbial, synthetic

form

liquid

concentration

~0.1 M in ethanol (T)

density

0.797 g/mL at 20 °C

storage temp.

2-8°C

Quality Level

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

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

53.6 °F - closed cup

flash_point_c

12 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Alcohols + Hazardous rank II

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

93482-250ML-F:4548173945873 + 93482-50ML-F:4548173945880 + 93482-VAR-F: + 93482-BULK-F: + 93482-INTR-F:

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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)
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)
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
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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