| Identification | Back Directory | [Name]
TPCK | [CAS]
402-71-1 | [Synonyms]
TPCK
TOS-PHE-CMK
Tos-L-Phe-CMK
Tos-L-Phe-Chloromethane
(-)-p-toluenesulfonamid
TOS-PHE-CHLOROMETHYLKETONE
N-TOSYL-PHE-CHLOROMETHYLKETONE
Tosylphenylalanylchloromethane
TOSYL-L-PHENYLALANYL-CHLOROMETHANE
tosylphenylalanylchloromethylketone
N-ALPHA-TOSYL-PHE CHLOROMETHYL KETONE
N-α-Tosyl-L-phenylalanylchloromethane
N-p-Tosyl-L-phenylalanyl chloromethane
Chloro-3-tosylamido-4-phenyl-2-butanone
TOSYL-L-PHENYLALANINE CHLOROMETHYL KETONE
N-TOSYLAMIDE PHENETHYL CHLOROMETHYLKETONE
N-alpha-Tosyl-L-phenylalanylchloromethane
N-tosyl-L-phenylalanyl chloromethyl ketone
N-TOSYL-L-PHENYLALANINE CHLOROMETHYL KETONE
L-1-CHLORO-3-TOSYLAMIDO-4-PHENYL-2-BUTANONE
N-p-Tosyl-L-phenylalanyl chloromethyl ketone
TPCK (Tosyl Phenylalanyl ChloroMethyl ketone
(S)-1-CHLORO-3-TOSYLAMIDO-4-PHENYL-2-BUTANONE
(S)-1-CHLORO-4-PHENYL-3-TOSYLAMIDO-2-BUTANONE
n-p-tosyl-l-phenylalanine chloromethyl ketone
L-1-TOSYLAMIDO-2-PHENYLETHYLCHLOROETHYLKETONE
l-1-tosylamido-2-phenylethylchloromethylketone
L-1-CHLORO-3-(4-TOSYLAMIDO)-4-PHENYL-2-BUTANONE
L-1-TOSYLAMIDE-2-PHENYLETHYL-CHLOROMETHYL KETONE
TOSYL-L-PHENYLALANINE-CHLOROMETHYL KETONE (TPCK)
alpha-N-Tosyl-L-phenylalanine chloromethyl ketone
L-1-P-TOSYLAMINO-2-PHENYLETHYL CHLOROMETHYL KETONE
N-ALPHA-P-TOSYL-L-PHENYLALANINE CHLOROMETHYIKETONE
L-1-4'-TOSYLAMINO-2-PHENYLETHYL CHLOROMETHYL KETONE
L-1-4-Tosylamido-2-phenylethyl chloromethyl ketone.
L-1-PARA-TOSYLAMINO-2-PHENYLETHYLCHLOROMETHYLKETONE
L-1-4'-Tosylamino-2-phenylethylechloromethyleketone
Tosyl-L-Phenylalanine chloromethylketone≥ 98% (TLC)
N-Tosyl-L-phenylalanine Chloromethyl Ketone(TPCK)
N-p-Tosyl-L-phenylalanine chloromethyl ketone (TPCK)
P-TOLUENESULFONYL-L-PHENYLALANINE CHLOROMETHYL KETONE
Chloro-3-tosylaMido-4-phenyl-2-butanone research grade
L-1-4'-Tosylamino-2-phenylethyl chloromethyl ketoneTPCK
N-(p-Toluenesulfonyl)-L-phenylalanyl ChloroMethyl Ketone
l-n-(alpha-(chloroacetyl)phenethyl)-p-toluenesulfonamide
L-1-P-TOSYLAMINO-2-PHENYLETHYL CHLORO-METHYL KETONE, 99+%
L-1-4'-Tosylamino-2-phenylethyl chloromethyl ketone, 99+%
N-(p-Toluenesulfonyl)-L-phenylalanine chloromethyl ketone
L-1-CHLORO-3-TOSYLAMIDO-4-PHENYL-2-BUTANONE RESEARCH GRADE
N-[(S)-α-(Chloroacetyl)phenethyl]-4-methylbenzenesulfonamide
N- (p-toluenesulfonyl) -L- phenylalanyl chloride ketone (TPCK)
NALPHA-(4-Toluenesulfonyl)-L-phenylalanine chloromethyl ketone
L-chloromethyl (2-phenyl-1-(p-toluenesulphonylamino)ethyl) ketone
TPCK (N-TOSYL-L-PHENYLALANINE CHLOROMETH YL KETONE) \ PROTEASE INHIBITOR
Benzenesulfonamide, N-(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl-4-methyl-
(S)-N-(4-Chloro-3-oxo-1-phenyl-2-butyl)-p-toluenesulfonamide
N-Tosyl-L-phenylalanyl Chloromethyl Ketone
TPCK
(S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone, (S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone, Tosyl-L-phenylalanyl-chloromethane, TPCK
N-p-Tosyl-L-phenylalanine chloromethyl ketone,(S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone, (S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone, TPCK, Tosyl-L-phenylalanyl-chloromethane
(S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone, (S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone, N-p-Tosyl-L-phenylalanine chloromethyl ketone, Tosyl-L-phenylalanyl-chloromethane, TPCK | [EINECS(EC#)]
206-954-6 | [Molecular Formula]
C17H18ClNO3S | [MDL Number]
MFCD00000935 | [MOL File]
402-71-1.mol | [Molecular Weight]
351.85 |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder | [Uses]
N-α-Tosyl-L-phenylalanylchloromethane is a proteinase inhibitors with apoptotic function. Studies have shown that it induces caspase-dependent apoptosis in Epstein-Barr virus (EBV)-transformed human B
cell lines with release of pro-apoptotic proteins from mitochondria. It also results in down-regulation of the anti-apoptotic proteins and caspase-dependent cleavage of two anti-apoptotic proteins. I
t promotes dephosphorylation of p53 on serine residues. | [Definition]
ChEBI: The N-tosyl derivative of L-phenylalanyl chloromethyl ketone. | [Description]
TPCK (402-71-1) is an irreversible inhibitor of the serine protease chymotrypsin.1 It also inhibits certain cysteine proteases (bromelain, ficin, papain).1 TPCK inhibited (IC50 = 5 μM) the mitogen-induced activation of pp70s6k, a mitogen-regulated serine/threonine kinase involved in the G1 to S phase transition of the cell cycle.2 | [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). | [storage]
Store at -20°C | [References]
1) Bond and Butler, (1987) Intracellular proteases; Annu. Rev. Biochem., 56 333
2) Grammer and Blenis (1996) The serine protease inhibitors, tosylphenylalanine chloromethylketone and tosyllysine chloromethylketone, potently inhibit pp70s6k activation; J. Biol. Chem., 271 23650 |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
37/38-41 | [Safety Statements ]
26-36 | [RIDADR ]
UN 3335 | [WGK Germany ]
3
| [RTECS ]
XT5613500
| [F ]
10-19-21 | [TSCA ]
Yes | [HS Code ]
29350090 | [Safety Profile]
Experimental
reproductive effects. A flammable liquid.
When heated to decomposition it emits
toxic fumes of NOx, SOx, and Cl-. |
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