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
| Molecular Formula | C7H7FO2S |
| Molecular Weight | 174.193 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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 |
|---|---|---|
| Identification and characterization of prolylcarboxypeptidase as an endothelial cell prekallikrein activator. | 2002-05-17 |
|
| Molecular cloning and partial characterization of a trypsin-like protein in salivary glands of Lygus hesperus (Hemiptera: Miridae). | 2002-04 |
|
| Characterization of an extracellular medium-chain-length poly(3-hydroxyalkanoate) depolymerase from Pseudomonas alcaligenes LB19. | 2002-03-13 |
|
| Mai1p is essential for maturation of proaminopeptidase I but not for autophagy. | 2002-02-13 |
|
| Src tyrosine kinase augments taxotere-induced apoptosis through enhanced expression and phosphorylation of Bcl-2. | 2002-02-01 |
|
| Targeting the EGF receptor in ovarian cancer with the tyrosine kinase inhibitor ZD 1839 ("Iressa"). | 2002-02-01 |
|
| Role of beta3-adrenergic receptors in the action of a tumour lipid mobilizing factor. | 2002-02-01 |
|
| The peroxisome proliferator-induced cytosolic type I acyl-CoA thioesterase (CTE-I) is a serine-histidine-aspartic acid alpha /beta hydrolase. | 2002-02-01 |
|
| Purification and properties of an alkaline proteinase of Fusarium culmorum. | 2002-02 |
|
| A new type of aminoacyltransferase from Saccharothrix sp. AS-2 favorable for the synthesis of D-amino acid-containing peptides. | 2002-02 |
|
| Effect of the enzyme inhibitor, phenylmethylsulfonyl fluoride, on the IOP profiles of topical anandamides. | 2002-02 |
|
| Biochemical analysis of a native and proteolytic fragment of a high-molecular-weight thermostable lipase from a mesophilic Bacillus sp. | 2002-02 |
|
| Degradation of L-glutamate dehydrogenase from Escherichia coli: allosteric regulation of enzyme stability. | 2002-01-15 |
|
| Activation of the Fas/Fas ligand pathway in hypertensive renal disease in Dahl/Rapp rats. | 2002-01-07 |
|
| Protein levels of neurofilament subunits in the hen central nervous system following prevention and potentiation of diisopropyl phosphorofluoridate (DFP)-induced delayed neurotoxicity(1). | 2002-01-01 |
|
| Purification and some properties of a keratinolytic enzyme from an alkaliphilic Nocardiopsis sp. TOA-1. | 2002-01 |
|
| Mutational analysis of the C-domain in nonribosomal peptide synthesis. | 2002-01 |
|
| Functional distinction between CXC chemokines, interleukin-8 (IL-8), and growth related oncogene (GRO)alpha in neutrophil infiltration. | 2002-01 |
|
| Acute lung injury and lung transplantation influence in vitro subtype conversion of pulmonary surfactant. | 2002-01 |
|
| Purification and characterisation of two hemorrhagic metalloproteinases from the venom of the long-nosed viper, Vipera ammodytes ammodytes. | 2002-01 |
|
| Expression of interleukin-18 receptor in fibroblast-like synoviocytes. | 2002 |
|
| Cytokine-stimulated T cells induce macrophage IL-10 production dependent on phosphatidylinositol 3-kinase and p70S6K: implications for rheumatoid arthritis. | 2002 |
|
| Probing substrate binding to metallo-beta-lactamase L1 from Stenotrophomonas maltophilia by using site-directed mutagenesis. | 2002 |
|
| 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 |
|
| Secretion of a trypsin-like thiol protease by a new keratinolytic strain of Bacillus licheniformis. | 2001-12-18 |
|
| Autoimmune pancreatic disease: preparation of pancreatic juice for proteome analysis. | 2001-12 |
|
| Bovine follicular fluid and serum share a unique isoform of matrix metalloproteinase-2 that is degraded by the oviductal fluid. | 2001-12 |
|
| Determination of amino acid sequence responsible for suppression of bone resorption by serum calcium-decreasing factor (caldecrin). | 2001-11-23 |
|
| Anandamide amidohydrolase activity, released in the medium by Tetrahymena pyriformis. Identification and partial characterization. | 2001-11-23 |
|
| Ubiquitination precedes internalization and proteolytic cleavage of plasma membrane-bound glycine receptors. | 2001-11-16 |
|
| Purification and characterization of lens specific calpain (Lp82) from bovine lens. | 2001-11 |
|
| Rat mast cell protease-I enhances immunoglobulin E production by mouse B cells stimulated with interleukin-4. | 2001-11 |
|
| Anandamide-induced relaxation of sheep coronary arteries: the role of the vascular endothelium, arachidonic acid metabolites and potassium channels. | 2001-11 |
|
| Inhibitory effect of palmitoylethanolamide on gastrointestinal motility in mice. | 2001-11 |
|
| The first product of phospholipid N-methylation, phosphatidylmonomethylethanolamine, is a lipid mediator for progesterone action at the amphibian oocyte plasma membrane. | 2001-11 |
|
| Hydrolytic degradation of poly(carbonate)-urethanes by monocyte-derived macrophages. | 2001-11 |
|
| In vitro excystation of Paragonimus heterotremus metacercariae. | 2001-10 |
|
| Despite substantial degradation, 2-arachidonoylglycerol is a potent full efficacy agonist mediating CB(1) receptor-dependent G-protein activation in rat cerebellar membranes. | 2001-10 |
|
| Purification and characterization of a beta-lactamase from Haemophilus ducreyi in Escherichia coli. | 2001-10 |
|
| Long-term inhibition of nitric oxide synthase potentiates effects of anandamide in the rat mesenteric bed. | 2001-09-21 |
|
| Cell surface antigens in renal tumour cells: detection by immunoluminescence and enzymatic analysis. | 2001-09-14 |
|
| Protein estimation directly from SDS-PAGE loading buffer for standardization of samples from cell lysates or tissue homogenates before Western blot analysis. | 2001-09 |
|
| A phospholipase C inhibitor, phenylmethylsulfonyl fluoride, ameliorates ischemic injury to brain mitochondria in rats. | 2001-03 |
|
| Granzymes: a family of lymphocyte granule serine proteases. | 2001 |
|
| Purification and functional reconstitution of intact ral-binding Gtpase activating protein, RLIP76, in artificial liposomes. | 2001 |
|
| The intein of the Thermoplasma A-ATPase A subunit: structure, evolution and expression in E. coli. | 2001 |
|
| 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 |
|
| Lactoferrin and free secretory component of human milk inhibit the adhesion of enteropathogenic Escherichia coli to HeLa cells. | 2001 |
|
| Cellulose acetate phthalate, a common pharmaceutical excipient, inactivates HIV-1 and blocks the coreceptor binding site on the virus envelope glycoprotein gp120. | 2001 |
|
| Itt1p, a novel protein inhibiting translation termination in Saccharomyces cerevisiae. | 2001 |
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.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:22:31 GMT 2025
by
admin
on
Mon Mar 31 19:22:31 GMT 2025
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| Record UNII |
57KD15003I
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| Record Status |
Validated (UNII)
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| Record Version |
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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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