T4376

N-p-Tosyl-L-phenylalanine chloromethyl ketone

powder, ≥97% (TLC)

• Sinonimo/i: (S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone, (S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone, TPCK, Tosyl-L-phenylalanyl-chloromethane
• Formula empirica (notazione di Hill): C₁₇H₁₈ClNO₃S
• Numero CAS: 402-71-1
• Peso molecolare: 351.85
• Beilstein: 2895215
• Numero CE: 206-954-6
• Numero MDL: MFCD00000935
• Codice UNSPSC: 12352202
• ID PubChem: 24278737
• NACRES: NA.77

Proprietà

• Nome del prodotto: N-p-Tosyl-L-phenylalanine chloromethyl ketone, ≥97% (TLC), powder
• Origine biologica: synthetic
• Livello qualitativo: 200
• Saggio: ≥97% (TLC)
• Stato: powder
• Potenza: 10-100 μM effective concentration
• Colore: white
• Punto di fusione: 106-108 °C (lit.)
• Solubilità: DMSO: >10 mg/mL (stable for several months at 4°C.); ethanol: 20 mg/mL
• Temperatura di conservazione: −20°C
• Stringa SMILE: 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; MQUQNUAYKLCRME-INIZCTEOSA-N
• Informazioni sul gene: human ... NFKB1(4790) , NKAP(79576) , NKRF(55922) , NOS2(4843) , PTGS2(5743)

Descrizione

Descrizione generale

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

Applicazioni

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

Azioni biochim/fisiol

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.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Avvertenza

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

Informazioni sulla sicurezza

• Pittogrammi: GHS05,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H315,H318,H335
• Consigli di prudenza: P280 - P302 + P352 - P305 + P351 + P338 + P310
• Classi di pericolo: Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: dust mask type N95 (US), Eyeshields, Gloves