T4376

N-p-Tosyl-L-phenylalanine chloromethyl ketone

powder, ≥97% (TLC)

• Sinônimo(s): (S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone, (S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone, TPCK, Tosyl-L-phenylalanyl-chloromethane
• Fórmula empírica (Notação de Hill): C₁₇H₁₈ClNO₃S
• Número CAS: 402-71-1
• Peso molecular: 351.85
• Beilstein: 2895215
• Número CE: 206-954-6
• Número MDL: MFCD00000935
• Código UNSPSC: 12352202
• ID de substância PubChem: 24278737
• NACRES: NA.77

Propriedades

• product name: N-p-Tosyl-L-phenylalanine chloromethyl ketone, ≥97% (TLC), powder
• fonte biológica: synthetic
• Ensaio: ≥97% (TLC)
• forma: powder
• potência: 10-100 μM effective concentration
• cor: white
• pf: 106-108 °C (lit.)
• solubilidade: DMSO: >10 mg/mL (stable for several months at 4°C.); ethanol: 20 mg/mL
• temperatura de armazenamento: −20°C
• cadeia de caracteres 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
• chave InChI: MQUQNUAYKLCRME-INIZCTEOSA-N
• Informações sobre genes: human ... NFKB1(4790) , NKAP(79576) , NKRF(55922) , NOS2(4843) , PTGS2(5743)

Descrição

Descrição geral

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

Aplicação

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

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

Ações bioquímicas/fisiológicas

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.

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Atenção

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

Informações de segurança

• Pictogramas: GHS05,GHS07
• Palavra indicadora: Danger
• Frases de perigo: H315,H318,H335
• Declarações de precaução: P280 - P302 + P352 - P305 + P351 + P338 + P310
• Classificações de perigo: Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
• Órgãos-alvo: Respiratory system
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: dust mask type N95 (US), Eyeshields, Gloves