alpha-Toluolsulfonylfluorid

Bezeichnung:alpha-Toluolsulfonylfluorid

CAS-Nr329-98-6

Englisch Name:Phenylmethylsulfonyl fluoride

CBNumberCB9454820

SummenformelC7H7FO2S

Molgewicht174.19

MOL-Datei329-98-6.mol

Synonyma

α-Toluolsulfonylfluorid

alpha-Toluolsulfonylfluorid

alpha-Toluolsulfonylfluorid physikalisch-chemischer Eigenschaften

Schmelzpunkt	92-95 °C
Siedepunkt	112 °C16 mm Hg(lit.)
Dichte	0.797 g/mL at 20 °C
Flammpunkt	222 °F
storage temp.	2-8°C
Löslichkeit	dry solvents (ethanol, methanol, and 2-propanol): 200 mM Stock solution are stable for months at 4°C.
Aggregatzustand	Needles (May Agglomerate)
Farbe	White
Wasserlöslichkeit	hydrolysis
Sensitive	Moisture Sensitive
Merck	14,7542
BRN	2088311
Stabilität	Moisture Sensitive
InChIKey	YBYRMVIVWMBXKQ-UHFFFAOYSA-N
CAS Datenbank	329-98-6(CAS DataBase Reference)
EPA chemische Informationen	Benzenemethanesulfonyl fluoride (329-98-6)

Sicherheit

Kennzeichnung gefährlicher	F,T,C
R-Sätze:	11-34-25-23/24/25
S-Sätze:	7-16-45-36/37/39-28A-26-27
RIDADR	UN 3261 8/PG 2
WGK Germany	3
RTECS-Nr.	XT8050000
F	3-10-21
Hazard Note	Highly Toxic/Corrosive
TSCA	T
HazardClass	8
PackingGroup	III
HS Code	29241990
Toxizität	LD50 (24 hr) in mice (mg/kg): 215 ±55 i.p. (Pinsky)

Gefahreninformationscode (GHS)

Phenylmethylsulfonyl fluoride Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R11:Leichtentzündlich.
R34:Verursacht Verätzungen.
R25:Giftig beim Verschlucken.
R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S7:Behälter dicht geschlossen halten.
S16:Von Zündquellen fernhalten - Nicht rauchen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S27:Beschmutzte, getränkte Kleidung sofort ausziehen.
Chemische Eigenschaften
White to cream solid
Verwenden
PMSF is an irreversible serine/cysteine protease inhibitor
Verwenden
Phenylmethylsulfonyl fluoride is used as a Protease inhibitor such as Chymotrypsin, Trypsin and Thrombin as well as Acetylcholineesterase.
Verwenden
Standard protease inhibitor in biological research; in protein purification to prevent proteolytic degradation.
Definition
ChEBI: Phenylmethanesulfonyl fluoride is an acyl fluoride with phenylmethanesulfonyl as the acyl group. It has a role as a serine proteinase inhibitor. It derives from a phenylmethanesulfonic acid.
Allgemeine Beschreibung
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.
Biologische Aktivität
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.
Lager
Desiccate at RT
Lager
Phenylmethylsulfonyl fluoride (PMSF) is incompatible with water, acids, bases, and strong oxidizing agents. Do not store PMSF in glass or mild steel/galvanized containers. Store in a cool, dry, and well-ventilated area away from incompatible chemicals.
läuterung methode
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.]

Phenylmethylsulfonyl fluoride Upstream-Materialien And Downstream Produkte

alpha-Toluolsulfonylfluorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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