T4376

N-p-Tosyl-L-phenylalanine chloromethyl ketone

powder, ≥97% (TLC)

• Synonim(y): (S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone, (S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone, TPCK, Tosyl-L-phenylalanyl-chloromethane
• Wzór empiryczny (zapis Hilla): C₁₇H₁₈ClNO₃S
• Numer CAS: 402-71-1
• Masa cząsteczkowa: 351.85
• Beilstein: 2895215
• Numer WE: 206-954-6
• Numer MDL: MFCD00000935
• Kod UNSPSC: 12352202
• Identyfikator substancji w PubChem: 24278737
• NACRES: NA.77

Właściwości

• Nazwa produktu: N-p-Tosyl-L-phenylalanine chloromethyl ketone, ≥97% (TLC), powder
• pochodzenie biologiczne: synthetic
• Próba: ≥97% (TLC)
• Formularz: powder
• siła działania: 10-100 μM effective concentration
• kolor: white
• mp: 106-108 °C (lit.)
• rozpuszczalność: DMSO: >10 mg/mL (stable for several months at 4°C.); ethanol: 20 mg/mL
• temp. przechowywania: −20°C
• ciąg SMILES: Cc1ccc(cc1)S(=O)(=O)N[C@@H](Cc2ccccc2)C(=O)CCl
• InChI: 1S/C17H18ClNO3S/c1-13-7-9-15(10-8-13)23(21,22)19-16(17(20)12-18)11-14-5-3-2-4-6-14/h2-10,16,19H,11-12H2,1H3/t16-/m0/s1
• Klucz InChI: MQUQNUAYKLCRME-INIZCTEOSA-N
• informacje o genach: human ... NFKB1(4790) , NKAP(79576) , NKRF(55922) , NOS2(4843) , PTGS2(5743)

Opis

Opis ogólny

stable for several months at 4°C. Stock solutions (10 mM in methanol or ethanol) are stable for several months at 4°C.

Zastosowanie

Irreversible inhibitor of certain serine proteases; used to inhibit chymotrypsin in preparations of trypsin.

N-p-Tosyl-L-phenylalanine chloromethyl ketone has been used:

• to investigate whether transcription factor NFκB is involved in renalase expression
• to test the role of NF-κB activation
• to study its inhibitory effect on chymotrypsin

Działania biochem./fizjol.

Blocks the LPS- or cytokine-induced activation of nuclear factor κB (NFκB), which, in turn, blocks the induction of iNOS and COX-2 transcription. Blocks activation of pp70^s6k by all mitogens. Blocks apoptosis cell lines by inhibiting the processing of caspases in some cell lines and to some stimuli. Also blocks apoptosis initiated by Taxol (in MCF-7 human breast carcinoma cells).

N-p-Tosyl-L-phenylalanine chloromethyl ketone (TPCK) blocks the lipopolysaccharide (LPS)- or cytokine-induced activation of nuclear factor κB (NFκB), which, in turn, blocks the induction of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) transcription. Blocks activation of pp70s6k by all mitogens. Blocks apoptosis cell lines by inhibiting the processing of caspases in some cell lines and to some stimuli. Also blocks apoptosis initiated by Taxol (in MCF-7 human breast carcinoma cells). TPCK recognises the phenylalanine residue in chymotrypsin′s and prevents its function.

Opakowanie

Bottomless glass bottle. Contents are inside inserted fused cone.

Przestroga

Shelf-life is at least two years when stored desiccated at -20 °C.

Ta strona może zawierać tekst przetłumaczony maszynowo.

Informacja o środkach bezpieczeństwa

• Piktogramy: GHS05,GHS07
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H315,H318,H335
• Zwroty wskazujące środki ostrożności: P280 - P302 + P352 - P305 + P351 + P338 + P310
• Klasyfikacja zagrożeń: Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
• Organy docelowe: Respiratory system
• Kod klasy składowania: 11 - Combustible Solids
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• Środki ochrony indywidualnej: dust mask type N95 (US), Eyeshields, Gloves