The solubility of this product in DMSO has not been tested. A 200 mM stock solution can be prepared using ethanol, methanol, and 2-propanol. It is known to have 100 mM solubility in DMSO. The product is insoluble in aqueous solutions. Stock solutions of PMSF in 100% isopropanol are stable for at least 9 months at 15 to 25 °C. Storing in a desiccator may be useful.
P7626
Phenylmethanesulfonyl fluoride
powder, ≥98.5% (GC)
Synonym(s):
α-Toluenesulfonyl fluoride, Benzylsulfonyl fluoride, PMSF, Phenylmethylsulfonyl fluoride
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About This Item
Empirical Formula (Hill Notation):
C7H7FO2S
CAS Number:
Molecular Weight:
174.19
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
EC Number:
206-350-2
MDL number:
Beilstein/REAXYS Number:
2088311
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Product Name
Phenylmethanesulfonyl fluoride, ≥98.5% (GC)
InChI key
YBYRMVIVWMBXKQ-UHFFFAOYSA-N
InChI
1S/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2
SMILES string
FS(=O)(=O)Cc1ccccc1
biological source
synthetic
assay
≥98.5% (GC)
form
powder
mp
91-94 °C
solubility
dry solvents (ethanol, methanol, and 2-propanol): 200 mM (Stock solution are stable for months at 4°C.)
H2O: unstable
Quality Level
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This Item | PMSF-RO | 78830 | 52332 |
|---|---|---|---|
| biological source synthetic | biological source - | biological source synthetic | biological source - |
| assay ≥98.5% (GC) | assay 98% (TLC) | assay ≥99.0% (T) | assay ≥99% (GC) |
| Quality Level 300 | Quality Level 100 | Quality Level 200 | Quality Level 200 |
| form powder | form solid | form powder or crystals | form crystalline solid |
| solubility dry solvents (ethanol, methanol, and 2-propanol): 200 mM (Stock solution are stable for months at 4°C.), H2O: unstable | solubility >10 mg/mL | solubility anhydrous isopropanol: soluble 35 mg/mL, clear to faintly hazy, colorless to faintly yellow (Heating required) | solubility ethanol: soluble, isopropanol: soluble, methanol: soluble |
| mp 91-94 °C | mp 92-94 °C | mp 92-95 °C | mp - |
Application
PMSF is often used in lysis buffer to assist in preserving proteins of interest during protein isolation and sample preparation, by inhibiting proteases that would otherwise degrade proteins after cell or tissue lysis. PMSF is unstable in aqueous media. Thus stock solutions of PMSF are generally prepared in anhydrous organic solvents (e.g. 100% ethanol, or anhydrous isopropanol) prior to use in aqueous media.
Noted general features and benefits of PMSF include the following:
Noted general features and benefits of PMSF include the following:
- Inhibits serine proteases such as trypsin and chymotrypsin
- Also inhibits cysteine proteases (reversible by reduced thiols) and mammalian acetylcholinesterase
- Not as effective or as toxic as DFP
- Effective concentration 0.1-1 mM
- Half-life = 1 hr. at pH 7.5
Phenylmethanesulfonyl fluoride has been used in following applications:
Biochem/physiol Actions
Administration of PMSF produces analgesia unrelated to its anticholinesterase effect, and prolongs the analagesic effect of centrally administered β-endorphin.[5]
General description
Phenylmethanesulfonyl fluoride (PMSF) is a widely used serine protease inhibitor, effective against such enzymes as chymotrypsin, thrombin, and trypsin. PMSF acts as an inhibitor via sulfonation of the hydroxyl residues of serine residues at the reactive sites of serine proteases.
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Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Skin Corr. 1B
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
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Proceedings of the National Academy of Sciences of the USA, 98(20), 11765-11770 (2001)
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Hypoxia-inducible factors (HIFs) are oxygen-sensitive transcription factors. HIF-1α plays a prominent role in hypoxic gene induction. HIF-2α target genes are more restricted but include erythropoietin (Epo), one of the most highly hypoxia-inducible genes in mammals. We previously reported that HIF-2α
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Related Content
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Can this PMSF powder be dissolved in DMSO, and if yes, then to what concentration where and how to store the reconstituted vial?
1 answer-
Helpful?
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At what temperature should the stock Product P7626, Phenylmethanesulfonyl fluoride (PMSF), be stored?
1 answer-
A 200 mM PMSF solution in dry solvent has been reported to remain active for at least 9 months at
2-8 °C. 100 mM PMSF solutions in isopropanol may be stored at –20 °C for several months. For more information please view the Product Data Sheet: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/348/427/p7626pis-ms.pdfHelpful?
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How should stock solutions of Product P7626, Phenylmethanesulfonyl fluoride (PMSF), be stored?
1 answer-
A 200 mM solution in dry solvent is stable for at least 9 months when stored at 2-8°C.
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What is the effective amount of Product P7626, Phenylmethanesulfonyl fluoride (PMSF), to be used?
1 answer-
The effective concentration range is 0.1-1 mM. A final concentration of 5 mM was used for proteinase K inhibition.
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What is the Department of Transportation shipping information for this product?
1 answer-
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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How should Product P7626, Phenylmethanesulfonyl fluoride (PMSF), solutions be prepared?
1 answer-
Stock solutions of 100-200 mM can be prepared in anhydrous isopropanol or anhydrous absolute ethanol. PMSF is unstable in the presence of water.
Helpful?
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What does Product P7626, Phenylmethanesulfonyl fluoride (PMSF), inhibit?
1 answer-
PMSF is a serine protease inhibitor, inhibiting the activity of enzymes such as thrombin, trypsin, papain, chymotrypsin and proteinase K. It also inhibits mammalian acetylcholinesterases.
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