Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C7H7FO2S |
| Molecular Weight | 174.193 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
FS(=O)(=O)CC1=CC=CC=C1
InChI
InChIKey=YBYRMVIVWMBXKQ-UHFFFAOYSA-N
InChI=1S/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2
DescriptionCurator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/22738638 | https://www.ncbi.nlm.nih.gov/pubmed/16078824 | https://www.ncbi.nlm.nih.gov/pubmed/25365140 | https://www.ncbi.nlm.nih.gov/pubmed/20417587 | https://www.ncbi.nlm.nih.gov/pubmed/25151331
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/22738638 | https://www.ncbi.nlm.nih.gov/pubmed/16078824 | https://www.ncbi.nlm.nih.gov/pubmed/25365140 | https://www.ncbi.nlm.nih.gov/pubmed/20417587 | https://www.ncbi.nlm.nih.gov/pubmed/25151331
Phenylmethanesulfonyl fluoride is an irreversible inhibitor of serine proteases commonly used in the preparation of cell lysates. Phenylmethanesulfonyl fluoride has been used as a supplement in nuclear protein extraction and inhibitor of cholesterol esterase (CE) and pseudocholinesterase (PCE). Administration of PMSF produces analgesia unrelated to its anticholinesterase effect and prolongs the analgesic effect of centrally administered β-endorphin. The physiological and toxicological properties of this compound have not been evaluated in humans.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The linkage between beta1 integrin and the actin cytoskeleton is differentially regulated by tyrosine and serine/threonine phosphorylation of beta1 integrin in normal and cancerous human breast cells. | 2001 |
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| Lactoferrin and free secretory component of human milk inhibit the adhesion of enteropathogenic Escherichia coli to HeLa cells. | 2001 |
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| Cellulose acetate phthalate, a common pharmaceutical excipient, inactivates HIV-1 and blocks the coreceptor binding site on the virus envelope glycoprotein gp120. | 2001 |
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| The inhibitory effects of camptothecin, a topoisomerase I inhibitor, on collagen synthesis in fibroblasts from patients with systemic sclerosis. | 2001 |
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| In vitro evaluation of frozen-thawed stallion semen: a review. | 2001 |
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| Evidence for the involvement of Gi2 in activation of extracellular signal-regulated kinases in hepatocytes. | 2001 |
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| Partial purification and some biochemical characteristics of exocellular keratinase from Trichophyton mentagrophytes var. erinacei. | 2001 |
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| Effects of topical anandamide-transport inhibitors, AM404 and olvanil, on intraocular pressure in normotensive rabbits. | 2001 Apr |
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| ATP-dependent association between subunits of Clp protease in pea chloroplasts. | 2001 Aug |
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| Regulation of serine-type exoproteinases by endogenous inhibitors present in exoantigens of the mycelial form of Paracoccidioides brasiliensis. | 2001 Aug |
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| Mechanism of trypsin-induced contraction in the rat myometrium: the possible involvement of a novel member of protease-activated receptor. | 2001 Aug |
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| Arterial elastase activity after balloon angioplasty and effects of elafin, an elastase inhibitor. | 2001 Aug |
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| Proteolytic loss of bcl-x(L) in FL5.12 Cells undergoing apoptosis induced by MK886. | 2001 Aug 1 |
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| Autoimmune pancreatic disease: preparation of pancreatic juice for proteome analysis. | 2001 Dec |
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| Bovine follicular fluid and serum share a unique isoform of matrix metalloproteinase-2 that is degraded by the oviductal fluid. | 2001 Dec |
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| Inhibition of proteasome activity strongly affects kiwifruit pollen germination. Involvement of the ubiquitin/proteasome pathway as a major regulator. | 2001 Jul |
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| New subtilisin-like collagenase from leaves of common plantain. | 2001 Jun |
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| A phospholipase C inhibitor, phenylmethylsulfonyl fluoride, ameliorates ischemic injury to brain mitochondria in rats. | 2001 Mar |
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| Alteration in cytoskeletal protein levels in sciatic nerve on post-treatment of diisopropyl phosphorofluoridate (DFP)-treated hen with phenylmethylsulfonyl fluoride. | 2001 Mar |
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| Rat mast cell protease-I enhances immunoglobulin E production by mouse B cells stimulated with interleukin-4. | 2001 Nov |
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| Anandamide-induced relaxation of sheep coronary arteries: the role of the vascular endothelium, arachidonic acid metabolites and potassium channels. | 2001 Nov |
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| Inhibitory effect of palmitoylethanolamide on gastrointestinal motility in mice. | 2001 Nov |
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| Hydrolytic degradation of poly(carbonate)-urethanes by monocyte-derived macrophages. | 2001 Nov |
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| Ubiquitination precedes internalization and proteolytic cleavage of plasma membrane-bound glycine receptors. | 2001 Nov 16 |
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| Determination of amino acid sequence responsible for suppression of bone resorption by serum calcium-decreasing factor (caldecrin). | 2001 Nov 23 |
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| Anandamide amidohydrolase activity, released in the medium by Tetrahymena pyriformis. Identification and partial characterization. | 2001 Nov 23 |
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| In vitro excystation of Paragonimus heterotremus metacercariae. | 2001 Oct |
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| Despite substantial degradation, 2-arachidonoylglycerol is a potent full efficacy agonist mediating CB(1) receptor-dependent G-protein activation in rat cerebellar membranes. | 2001 Oct |
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| Purification and characterization of a beta-lactamase from Haemophilus ducreyi in Escherichia coli. | 2001 Oct |
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| Protein estimation directly from SDS-PAGE loading buffer for standardization of samples from cell lysates or tissue homogenates before Western blot analysis. | 2001 Sep |
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| Cell surface antigens in renal tumour cells: detection by immunoluminescence and enzymatic analysis. | 2001 Sep 14 |
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| Long-term inhibition of nitric oxide synthase potentiates effects of anandamide in the rat mesenteric bed. | 2001 Sep 21 |
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| Expression of interleukin-18 receptor in fibroblast-like synoviocytes. | 2002 |
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| Cytokine-stimulated T cells induce macrophage IL-10 production dependent on phosphatidylinositol 3-kinase and p70S6K: implications for rheumatoid arthritis. | 2002 |
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| Probing substrate binding to metallo-beta-lactamase L1 from Stenotrophomonas maltophilia by using site-directed mutagenesis. | 2002 |
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| Maturation of the lantibiotic subtilin: matrix-assisted laser desorption/ionization time-of-flight mass spectrometry to monitor precursors and their proteolytic processing in crude bacterial cultures. | 2002 |
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| Molecular cloning and partial characterization of a trypsin-like protein in salivary glands of Lygus hesperus (Hemiptera: Miridae). | 2002 Apr |
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| Purification and properties of an alkaline proteinase of Fusarium culmorum. | 2002 Feb |
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| A new type of aminoacyltransferase from Saccharothrix sp. AS-2 favorable for the synthesis of D-amino acid-containing peptides. | 2002 Feb |
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| Effect of the enzyme inhibitor, phenylmethylsulfonyl fluoride, on the IOP profiles of topical anandamides. | 2002 Feb |
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| Biochemical analysis of a native and proteolytic fragment of a high-molecular-weight thermostable lipase from a mesophilic Bacillus sp. | 2002 Feb |
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| The peroxisome proliferator-induced cytosolic type I acyl-CoA thioesterase (CTE-I) is a serine-histidine-aspartic acid alpha /beta hydrolase. | 2002 Feb 1 |
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| Mai1p is essential for maturation of proaminopeptidase I but not for autophagy. | 2002 Feb 13 |
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| Purification and some properties of a keratinolytic enzyme from an alkaliphilic Nocardiopsis sp. TOA-1. | 2002 Jan |
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| Mutational analysis of the C-domain in nonribosomal peptide synthesis. | 2002 Jan |
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| Functional distinction between CXC chemokines, interleukin-8 (IL-8), and growth related oncogene (GRO)alpha in neutrophil infiltration. | 2002 Jan |
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| Protein levels of neurofilament subunits in the hen central nervous system following prevention and potentiation of diisopropyl phosphorofluoridate (DFP)-induced delayed neurotoxicity(1). | 2002 Jan 1 |
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| Degradation of L-glutamate dehydrogenase from Escherichia coli: allosteric regulation of enzyme stability. | 2002 Jan 15 |
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| Activation of the Fas/Fas ligand pathway in hypertensive renal disease in Dahl/Rapp rats. | 2002 Jan 7 |
|
| Identification and characterization of prolylcarboxypeptidase as an endothelial cell prekallikrein activator. | 2002 May 17 |
Sample Use Guides
The purified enzymes PR3 and HNE were used for activity evaluation. The enzymatic activity of free PR3 and HNE was measured in triplicate in 50 mM HEPES, 750 mM NaCl, supplemented with 0.05% Igepal CA 630 (v/v) at pH 7.4. Purified PR3 (0.5nM) was incubated with 6 μM of the Phenylmethanesulfonyl fluoride for 30 min at room temperature. The same protocol was used for PMSF and α1-PI, while PR3 alone was used as a control. The reaction was started by adding 5 μM of the substrate N-EYFRET to the reaction buffer (20 μL total volume) in 384-well black nonbinding plates (Greiner bio-one #784900). The progress of the hydrolytic reaction was determined by measuring the fluorescence for 30 min at 37 °C with an EnSpire multimode plate reader (PerkinElmer) with 320 and 420 nm excitation and emission wavelengths, respectively, at 37 °C. Similarly, 0.5 nM HNE was incubated for 30 min at room temperature with 6 μM of the above-mentioned inhibitors.
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8102
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57KD15003I
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88499
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m8929
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329-98-6
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DTXSID6059819
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4784
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PMSF
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206-350-2
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SUBSTANCE RECORD
