N-p-Tosyl-L-phenylalanine chloromethyl ketone

• Catalog No.: T4376
• CAS Number: 402-71-1
• M. F.: C17H18ClNO3S
• M. W.: 351.84772
• Purity: ≥97% (TLC)

SYNONYMS

• IUPAC name: (2S)-4-chloro-S-(4-methylphenyl)-3-oxo-1-phenylbutane-2-sulfonamido
• IUPAC Traditional name: TPCK
• Synonyms: Tosyl-L-phenylalanyl-chloromethane; TPCK; (S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone; (S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone

DATABASE IDS

• EC Number: 206-954-6
• Beilstein Number: 2895215
• PubChem SID: 24278737
• CAS Number: 402-71-1
• MDL Number: MFCD00000935

PROPERTIES

• Empirical Formula (Hill Notation): C17H18ClNO3S
• Potency: 10-100 μM effective concentration
• Purity: ≥97% (TLC)
• Gene Information: human ... NFKB1(4790), NKAP(79576), NKRF(55922), NOS2(4843), PTGS2(5743)
• Apperance: white powder
• Melting Point: 106-108 °C(lit.)
• Solubility: DMSO: >10 mg/mL (stable for several months at 4°C.)
• Solubility: ethanol: soluble20 mg/mL (stable for several months at 4°C. Stock solutions (10 mM in methanol or ethanol) are stable for several months at 4°C.)
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335
• European Hazard Symbols: Irritant (Xi)
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Risk Statements: 37/38-41
• RTECS: XT5613500
• Safety Statements: 26-36
• Storage Temperature: -20°C
• German water hazard class: 3

DETAILS

Description (English)

Application
Irreversible inhibitor of certain serine proteases; used to inhibit chymotrypsin in preparations of trypsin.
Caution
Shelf-life is at least two years when stored desiccated at -20 °C.
Biochem/physiol Actions
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 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).1

Description (简体中文)

Application
Irreversible inhibitor of certain serine proteases; used to inhibit chymotrypsin in preparations of trypsin.
Caution
Shelf-life is at least two years when stored desiccated at -20 °C.
Biochem/physiol Actions
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 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).1