- 関
- phenylmethylsulfonyl fluoride
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/08/12 08:33:25」(JST)
[Wiki ja表示]
フッ化フェニルメチルスルホニル |
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IUPAC名
phenylmethanesulfonyl fluoride
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識別情報 |
CAS登録番号 |
329-98-6 |
PubChem |
4784 |
ChemSpider |
4620 |
KEGG |
C06747 |
MeSH |
Phenylmethylsulfonyl+fluoride |
ChEBI |
CHEBI:8102 |
ChEMBL |
CHEMBL190503 |
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- InChI=1S/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2
Key: YBYRMVIVWMBXKQ-UHFFFAOYSA-N
InChI=1/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2
Key: YBYRMVIVWMBXKQ-UHFFFAOYAF
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特性 |
化学式 |
C7H7FO2S |
モル質量 |
174.194 |
特記なき場合、データは常温 (25 °C)・常圧 (100 kPa) におけるものである。 |
フッ化フェニルメチルスルホニル(phenylmethylsulfonyl fluoride)は右の構造を持つ有機化合物である。セリンプロテアーゼ阻害剤であり、PMSF、フッ化フェニルメタンスルホニル(phenylmethanesulfonyl fluoride)と呼ばれることがある。CAS登録番号は329-98-6である。
セリンを活性中心に持つ酵素のセリン-OH基に結合する。
- 分子量 174.194 g/mol
- 分子式 C7H7FO2S
出典
外部リンク
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この項目は、化学に関連した書きかけの項目です。この項目を加筆・訂正などしてくださる協力者を求めています(プロジェクト:化学/Portal:化学)。 |
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この項目は、生物学に関連した書きかけの項目です。この項目を加筆・訂正などしてくださる協力者を求めています(プロジェクト:生命科学/Portal:生物学)。 |
[Wiki en表示]
PMSF
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Names |
IUPAC name
phenylmethanesulfonyl fluoride
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Identifiers |
CAS Registry Number
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329-98-6 Y |
ChEBI |
CHEBI:8102 Y |
ChEMBL |
ChEMBL190503 Y |
ChemSpider |
4620 Y |
InChI
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InChI=1S/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2 Y
Key: YBYRMVIVWMBXKQ-UHFFFAOYSA-N Y
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InChI=1/C7H7FO2S/c8-11(9,10)6-7-4-2-1-3-5-7/h1-5H,6H2
Key: YBYRMVIVWMBXKQ-UHFFFAOYAF
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Jmol-3D images |
Image |
KEGG |
C06747 Y |
MeSH |
Phenylmethylsulfonyl+fluoride |
PubChem |
4784 |
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Properties |
Chemical formula
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C7H7FO2S |
Molar mass |
174.194 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Y verify (what is: Y/N?) |
Infobox references |
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In biochemistry, PMSF (phenylmethanesulfonylfluoride or phenylmethylsulfonyl fluoride) is a serine protease inhibitor commonly used in the preparation of cell lysates. PMSF does not inhibit all serine proteases[citation needed]. It is rapidly degraded in water and stock solutions are usually made up in anhydrous ethanol, isopropanol, corn oil, or DMSO. Proteolytic inhibition occurs when a concentration between 0.1 - 1 mM PMSF is used. The half-life is short in aqueous solutions (110 min at pH 7, 55 min at pH 7.5, and 35 min at pH 8, all at 25 °C).[1]
PMSF binds specifically to the active site serine residue in a serine protease. It does not bind to any other serine residues in the protein. This is a result of the hyperactivity of that serine residue caused by the specific environmental conditions in the enzyme's active site. Because PMSF binds covalently to the enzyme, the complex can be viewed by X-ray crystallography; it can therefore be used as a chemical label to identify an essential active site serine in an enzyme.
- Enzyme(active)Ser-O-H + F-SO2CH2C6H5 → EnzymeSer-O-SO2CH2C6H5 + HF
- Serine protease + PMSF → Irreversible enzyme-PMS complex + HF
The LD50 is less than 500 mg/kg. PMSF is a cytotoxic chemical which should be handled only inside a fume hood.
PMSF is commonly used in protein solublization in order to deactivate proteases from digesting proteins of interest after cell lysis.
References
- ^ GT James (1978). "Inactivation of the protease inhibitor phenylmethylsulfonyl fluoride in buffers". Analytical Biochemistry 86 (2): 574–9. doi:10.1016/0003-2697(78)90784-4. PMID 26289.
External links
- The MEROPS online database for peptidases and their inhibitors: PMSF
English Journal
- Biochemical characterization of trypsins from the hepatopancreas of Japanese sea bass (Lateolabrax japonicus).
- Cai QF, Jiang YK, Zhou LG, Sun LC, Liu GM, Osatomi K, Cao MJ.SourceCollege of Biological Engineering, The Key Laboratory of Science and Technology for Aquaculture and Food Safety, Jimei University, Xiamen, China.
- Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology.Comp Biochem Physiol B Biochem Mol Biol.2011 Jul;159(3):183-9. Epub 2011 Apr 15.
- A cationic trypsin (trypsin A) and an anionic trypsin (trypsin B) were highly purified from the hepatopancreas of the Japanese sea bass (Lateolabrax japonicus) by ammonium sulfate precipitation, column chromatographies of DEAE-Sepharose and Sephacryl S-200 HR. Purified trypsins revealed single band
- PMID 21515400
- A novel nonionic surfactant- and solvent-stable alkaline serine protease from Serratia sp. SYBC H with duckweed as nitrogen source: production, purification, characteristics and application.
- Li GY, Cai YJ, Liao XR, Yin J.SourceThe Key Laboratory of Industrial Biotechnology, Department of Education, Ministry of Education, School of Biotechnology, Jiangnan University, Lihu Road 1800, 214122, Wuxi, Jiangsu Province, China.
- Journal of industrial microbiology & biotechnology.J Ind Microbiol Biotechnol.2011 Jul;38(7):845-53. Epub 2010 Nov 12.
- A novel nonionic surfactant- and hydrophilic solvent-stable alkaline serine protease was purified from the culture supernatant of Serratia sp. SYBC H with duckweed as nitrogen source. The molecular mass of the purified protease is about 59?kDa as assayed via SDS-PAGE. The protease is highly active
- PMID 21072556
Japanese Journal
- Induction of ovulation in Xenopus without hCG injection: the effect of adding steroids into the aquatic environment.
- Ogawa Aoi,Dake Junpei,Iwashina Yu-ki,Tokumoto Toshinobu
- Reproductive Biology and Endocrinology 9, 11-1, 2011-01-21
- … However, in order to perform such studies, eggs are normally collected after the injection of hCG into the dorsal lymph sac of fully-grown female frogs following pre-injection of PMSF. …
- NAID 120002829527
- Flavonol Glycosides from Muehlenbeckia platyclada and Their Anti-inflammatory Activity
- YEN Chiao-Ting,HSIEH Pei-Wen,HWANG Tsong-Long,LAN Yu-Hsuan,CHANG Fang-Rong,WU Yang-Chang
- Chemical & pharmaceutical bulletin 57(3), 280-282, 2009-03-01
- … values of 3.82±0.80, 8.61±1.38 and 4.37±0.72μg/ml, respectively, and were 15-fold more potent than phenylmethylsulfonyl fluoride (PMSF), the positive control, in this anti-inflammatory assay. …
- NAID 110007122356
Related Links
- 表 プロテアーゼ阻害剤の特徴 プロテアーゼ阻害剤 阻害対象 至適濃度 特徴・注意点 PMSF (Phenylmethylsulfonyl fluoride) セリンプロテアーゼ・システインプロテアーゼ ≦1 mM 左記プロテアーゼを不可逆的に不活化する阻害剤です。
- 研究用試薬・機器事業 - Life Science (AS)。ゲノムから細胞まで、日進月歩で進む幅広いライフサイエンス研究分野で、革新的な技術を搭載した研究用機器・試薬をご提供しています。
Related Pictures
★リンクテーブル★
[★]
フッ化フェニルメチルスルホニル
- 関
- PMSF
[★]
- 英
- phenylmethylsulfonyl fluoride、PMSF
[★]
[★]
月経前症候群 premenstrual syndrome