| Identification | More | [Name]
Phenylmethylsulfonyl fluoride | [CAS]
329-98-6 | [Synonyms]
4-METHYLBENZENESULFONYL FLUORIDE
4-TOLUENESULFONYL FLUORIDE
4-TOLUENESULPHONYL FLUORIDE
ALPHA-TOLUENESULFONYL FLUORIDE
ALPHA-TOLUENESULPHONYL FLUORIDE
A-TOLUENESULFONYL FLUORIDE
A-TOLUENESULPHONYL FLUORIDE
BENZENEMETHANESULFONYL FLUORIDE
BENZYLSULFONYL FLUORIDE
PHENYLMETHANESULFONIC ACID FLUORIDE
PHENYLMETHANESULFONYL FLUORIDE
PHENYLMETHANESULPHONYL FLUORIDE
PHENYLMETHANSULFOFLUORIDE
PHENYLMETHYLSUFONYL FLUORIDE
PHENYLMETHYLSULFONYL FLUORIDE
PHENYLMETHYLSULPHONYL FLUORIDE
PMSF
PMSF PLUS
P-TOLUENESULFONYL FLUORIDE
P-TOLUENESULPHONYL FLUORIDE | [EINECS(EC#)]
206-350-2 | [Molecular Formula]
C7H7FO2S | [MDL Number]
MFCD00007421 | [Molecular Weight]
174.19 | [MOL File]
329-98-6.mol |
| Chemical Properties | Back Directory | [Appearance]
White to cream solid | [Melting point ]
92-95 °C
| [Boiling point ]
112 °C16 mm Hg(lit.)
| [density ]
0.797 g/mL at 20 °C
| [Fp ]
222 °F
| [storage temp. ]
2-8°C
| [solubility ]
dry solvents (ethanol, methanol, and 2-propanol): 200 mM Stock solution are stable for months at 4°C.
| [form ]
Needles (May Agglomerate) | [pka]
7.0 | [color ]
White | [biological source]
synthetic | [Water Solubility ]
hydrolysis | [Sensitive ]
Moisture Sensitive | [Merck ]
14,7542 | [BRN ]
2088311 | [Stability:]
Moisture Sensitive | [InChIKey]
YBYRMVIVWMBXKQ-UHFFFAOYSA-N | [CAS DataBase Reference]
329-98-6(CAS DataBase Reference) | [EPA Substance Registry System]
329-98-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
F,T,C | [Risk Statements ]
R11:Highly Flammable.
R34:Causes burns.
R25:Toxic if swallowed.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S7:Keep container tightly closed .
S16:Keep away from sources of ignition-No smoking .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
3
| [RTECS ]
XT8050000
| [F ]
3-10-21 | [Hazard Note ]
Highly Toxic/Corrosive | [TSCA ]
T | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29241990 | [Toxicity]
LD50 (24 hr) in mice (mg/kg): 215 ±55 i.p. (Pinsky) |
| Hazard Information | Back Directory | [Chemical Properties]
White to cream solid | [Uses]
Phenylmethylsulfonyl fluoride is used as a Protease inhibitor such as Chymotrypsin, Trypsin and Thrombin as well as Acetylcholineesterase.
| [Uses]
PMSF is an irreversible serine/cysteine protease inhibitor | [Uses]
Standard protease inhibitor in biological research; in protein purification to prevent proteolytic degradation. | [Definition]
ChEBI: An acyl fluoride with phenylmethanesulfonyl as the acyl group. | [General Description]
In biochemistry, Phenylmethylsulfonyl fluoride (PMSF) is a serine protease inhibitor commonly used in preparation of cell lysates. It is rapidly degraded in water and stock solutions are usually made up in anhydrous ethanol, isopropanol, corn oil, or DMSO (Dimethyl sulfoxide).
| [Hazard]
Extremely corrosive and destructive to tissues. May cause irreversible eye damage. PMSF hydrolyzes upon exposure to water/moisture, liberating a toxic and corrosive gas (hydrogen flouride) that in contact with metal surfaces can generate flammable and/or explosive hydrogen gas.
| [Biological Activity]
pmsf (phenylmethanesulfonyl fluoride) is an irreversible inhibitor of serine proteinases, which is associated with the development of the delayed organophosphorus neuropathy. it has a role in a lot of cellular repair and regeneration processes in many kinds of tissues. pmsf is a long acting neuropathy target esterase (nte) inhibitor. nte is a protection was related to inhibition of the putative target of organophosphate-induced delayed polyneuropathy (opidp). pmsf can increase nte inhibition to more than 90%. pmsf also acts as an active site directed reagent for γ-glutamyl transpeptidase.thomas baker, herbert e. lowndes, martin k. johnson, irene c. sandborg. the effects of phenylmethanesulfonyl fluoride on delayed organophosphorus neuropathy. archives of toxicology. 1980; 46(3-4): 305 – 311.marcello lotti, stefano caroldi, eugenio capodicasa, angelo moretto. promotion of organophosphate-induced delayed polyneuropathy by phenylmethanesulfonyl fluoride. toxicology and applied pharmacology. 1991; 108(2): 234 – 241.masayasu inoue, seikoh horiuchi, yoshimasa morino. inactivation of γ-glutamyl transpeptidase by phenylmethanesulfonyl fluoride, a specific inactivator of serine enzymes. biochemical and biophysical research communications. 1978; 82(4): 1183 – 1188. | [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. | [storage]
Desiccate at RT | [Purification Methods]
Purify PMSF by recrystallisation from *C6H6, pet ether or CHCl3/pet ether. [Davies & Dick J Chem Soc 483 1932, cf Tullock & Coffman J Org Chem 23 2016 1960.] It is a general protease inhibitor (specific for trypsin and chymotrypsin) and is a good substitute for diisopropylphosphoro floridate [Fahrney & Gould J Am Chem Soc 85 997 1963]. [Beilstein 11 III 331.] |
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