PMSF

Alias: Phenylmethylsulfonyl Fluoride; PMSF; Phenylmethylsulfonyl fluoride; Benzylsulfonyl fluorid
Cat No.:V0701 Purity: ≥98%
PMSF (full name: Phenylmethanesulfonyl fluoride) is a potent and irreversible inhibitor of serine/cysteine protease (e.g. thrombin, trypsin and chymotrypsin) with potential analgesic effects.
PMSF Chemical Structure CAS No.: 329-98-6
Product category: Cysteine Protease
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

PMSF (full name: Phenylmethanesulfonyl fluoride) is a potent and irreversible inhibitor of serine/cysteine protease, which includes chymotrypsin, thrombin, and trypsin. It may also have analgesic properties. PMSF exhibited antinociception, hypothermia, and immobility as cannabinoid effects.

Biological Activity I Assay Protocols (From Reference)
Targets
cysteine protease; chymotrypsin
ln Vitro
PMSF quickly inactivates purified chymotrypsin from the human pancreas, while human trypsin is less susceptible to inhibition by PMSF. Acetylcholinesterase from human red blood cells is also quickly inhibited by PMSF. (Source: ) At 2 mM, PMSF treatment almost completely inhibits carbachol-stimulated inositol incorporation into phosphatidylinositol (PI) of the longitudinal smooth muscle of the guinea pig ileum. It has no effect on potassium-stimulated inositol incorporation.PMSF causes a temporary inhibition of contraction by both potassium and carbachol, in contrast to its specific inhibition of carbachol-stimulated phosphoinositide turnover.[3] In Trypanosoma brucei, it has been demonstrated that PMSF inhibits the addition of ethanolamine phosphate to glycosylphosphatidylinositol (GPI) intermediates. Moreover, PMSF prevents T. brucei from acylating the inositol residue of GPI intermediates in the bloodstream. In procyclic forms of T. brucei, PMSF inhibits the addition of ethanolamine phosphate and inositol acylation, but not in mammalian HeLa cells. In [4] As an 8-fold higher BSF concentration is required to achieve even a 6-fold slower inactivation than that using PMSF, PMSF is the more reactive inactivator of mouse acetylcholinesterase (AChE). (7)
ln Vivo
In Sprague-Dawley rats, intraperitoneal injection of PMSF results in dose-dependent analgesia. In rats, PMSF dramatically increases the analgesic effect of beta-endorphin (END).[2] With ED50 values of 86 mg/kg, 224 mg/kg, and 206 mg/kg, respectively, mice receiving intraperitoneal injections of PMSF display a range of cannabinoid effects, including antinociception, hypothermia, and immobility. Anandamide increases its effects on tail-flick response (antinociception), spontaneous activity, and mobility by five, ten, and eight times, respectively, when pretreated with an inactive dose of PMSF (30 mg/kg).[5] When administered 12 hours before PSP, PMSF completely protects hens from organophosphorus ester-induced delayed neuropathy (OPIDN); however, when administered 4 hours after PSP, PMSF intensifies its neurotoxic effects.[6] Five minutes after injecting 1 or 10 mg/kg of 3H-anandamide, pretreatment with PMSF (30 mg/kg, i.p.) elevates anandamide levels in the brain in comparison to the injection of 3H-anandamide plus vehicle.[8] Hens protected against the development of organophosphate-induced delayed neuropathy (OPIDN) are protected by pretreatment with PMSF, which inhibits the degradation of neurofilament (NF) induced by tri-ortho-cresyl phosphate (TOCP).[9] PMSF administration increases the distinct cannabimimetic effects of anandamide (AEA) or Δ(9)-tetrahydrocannabinol (THC) in ICR mice by blocking the fatty acid amide hydrolase enzyme.[10]
Cell Assay
PMSF blocks T. brucei's ability to acylate the inositol residue of GPI intermediates in the bloodstream. Though it does not prevent fatty acid remodeling in vitro, PMSF inhibits the formation of glycolipid C. Hela cells are not affected by PMSF, but procyclic trypanosomes are inhibited in GPI acylation and ethanolamine phosphatp addition.
Animal Protocol
In the experiment, male ICR mice weighing between 18 and 25 g are employed. After dissolving PMSF in sesame oil, 0.1 mL/10 g b.wt. of the solution is injected intraperitoneally. Ten minutes should always elapse between intravenous anandamide or vehicle injections before administering PMSF. Overnight, food and water are not provided to the mice as they become used to the assessment area. Each animal is assessed as follows after receiving anandamide intravenously or a vehicle: tail-flick latency (antinociception) response at 5 minutes and spontaneous (locomotor) activity at 5 to 15 minutes; or core (rectal) temperature at 5 minutes and ring-immobility (catalepsy) at 5 to 10 minutes.
References

[1]. J Pharmacol Exp Ther . 1969 May;167(1):98-104.

[2]. Life Sci . 1982 Sep;31(12-13):1193-6.

[3]. Cell Calcium . 1984 Jun;5(3):191-203.

[4]. J Biol Chem . 1994 Jul 15;269(28):18694-701.

[5]. J Pharmacol Exp Ther . 1997 Dec;283(3):1138-43.

[6]. Neurotoxicology . 1999 Oct;20(5):749-59.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H7FO2S
Molecular Weight
174.19
Exact Mass
174.02
Elemental Analysis
C, 48.27; H, 4.05; F, 10.91; O, 18.37; S, 18.41
CAS #
329-98-6
Appearance
Solid powder
SMILES
C1=CC=C(C=C1)CS(=O)(=O)F
InChi Key
YBYRMVIVWMBXKQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2
Chemical Name
phenylmethanesulfonyl fluoride
Synonyms
Phenylmethylsulfonyl Fluoride; PMSF; Phenylmethylsulfonyl fluoride; Benzylsulfonyl fluorid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~35 mg/mL (~200.9 mM)
Water: <1 mg/mL
Ethanol: ~15 mg/mL (~86.1 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.7409 mL 28.7043 mL 57.4086 mL
5 mM 1.1482 mL 5.7409 mL 11.4817 mL
10 mM 0.5741 mL 2.8704 mL 5.7409 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

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