TPCK

Product Name: TPCK
CAS No.: 402-71-1
Chemical Name: TPCK
Synonyms: TPCK;L-TPCK;TOS-PHE-CMK;Tos-L-Phe-CMK;TPCK USP/EP/BP;(-)-p-toluenesulfonamid;Tos-L-Phe-Chloromethane;TOS-PHE-CHLOROMETHYLKETONE;N-TOSYL-PHE-CHLOROMETHYLKETONE;Tosylphenylalanylchloromethane
CBNumber: CB0354828
Molecular Formula: C17H18ClNO3S
Formula Weight: 351.85
MOL File: 402-71-1.mol

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TPCK Property

Melting point:: 106-108 °C(lit.)
Boiling point:: 509.9±60.0 °C(Predicted)
Density: 1.1350 (rough estimate)
refractive index: 1.6100 (estimate)
storage temp.: -20°C
solubility: DMSO: >10 mg/mL stable for several months at 4°C.
form: powder
pka: 8.71±0.50(Predicted)
color: white
BRN: 2895215
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
CAS DataBase Reference: 402-71-1
EPA Substance Registry System: Benzenesulfonamide, N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-4-methyl- (402-71-1)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: T4376
Product name: N-p-Tosyl-L-phenylalanine chloromethyl ketone
Purity: ≥97% (TLC), powder
Packaging: 1g
Price: $249
Updated: 2024/03/01

Sigma-Aldrich

Product number: 616387
Product name: N-p-Tosyl-L-phenylalanine chloromethyl ketone
Purity: Irreversible inhibitor of chymotrypsin.
Packaging: 250mg
Price: $85.2
Updated: 2024/03/01

TCI Chemical

Product number: T2810
Product name: N-(p-Toluenesulfonyl)-L-phenylalanyl Chloromethyl Ketone
Purity: >95.0%(HPLC)(T)
Packaging: 1g
Price: $212
Updated: 2021/12/16

TCI Chemical

Product number: T2810
Product name: N-(p-Toluenesulfonyl)-L-phenylalanyl Chloromethyl Ketone
Purity: >95.0%(HPLC)(T)
Packaging: 200mg
Price: $72
Updated: 2021/12/16

Alfa Aesar

Product number: J60639
Product name: N-(p-Toluenesulfonyl)-L-phenylalanine chloromethyl ketone
Packaging: 5g
Price: $619
Updated: 2021/12/16

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TPCK Chemical Properties,Usage,Production

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

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. It promotes dephosphorylation of p53 on serine residues.

Definition

ChEBI: The N-tosyl derivative of L-phenylalanyl chloromethyl ketone.

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).

Safety Profile

Experimental reproductive effects. A flammable liquid. When heated to decomposition it emits toxic fumes of NOx, SOx, and Cl-.

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

TPCK Preparation Products And Raw materials

Raw materials

Preparation Products

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TPCK Suppliers

Belgium 1 Canada 1 China 89 Germany 6 India 4 Japan 4 South Korea 1 Switzerland 1 United Kingdom 3 United States 28 Global 138

AppliChem GmbH

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Email: service@applichem.de
Country: Germany
ProdList: 968
Advantage: 65

SERVA Electrophoresis GmbH

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Email: info@serva.de
Country: Germany
ProdList: 1142
Advantage: 80

Service Chemical Inc.

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Email: sales@chemos-group.com
Country: Germany
ProdList: 6350
Advantage: 71

AppliChem GmbH

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Email: service@applichem.de
Country: Germany
ProdList: 1607
Advantage: 74

BIOTREND Chemikalien GmbH

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Email: jaeger@biotrend.com
Country: Germany
ProdList: 6115
Advantage: 76

Biomol Feinchemikalien GmbH

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Email: info@biomol.de
Country: Germany
ProdList: 479
Advantage: 74

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View Lastest Price from TPCK manufacturers

Career Henan Chemical Co

Product: Tosyl phenylalanyl chloromethyl ketone 402-71-1
Price: US $1.00/kg
Min. Order: 1kg
Purity: 95%-99%
Supply Ability: 1000kg
Release date: 2018-12-25

402-71-1, TPCKRelated Search:

2-Methyl-4-isothiazolin-3-one N-Cbz-Nortropinone 1-N-PHENYL-PIPERIDIN-4-ONE N-BOC-L-leucylglycyl-arginine-p-nitroanilide hydrochloride Ethyl N-benzoyl-L-tyrosinate BAA TOS-ARG-OME HCL TLCK N-Benzoyl-DL-arginine-4-nitroanilide hydrochloride Ethyl N-benzoyl-L-argininate hydrochloride BUTEIN Trypsin TPCK IMMOBILIZED TRYPSIN, TPCK,TPCK TRYPSIN,TRYPSIN, TPCK TREATED TRYPSIN TPCK TREATED FROM BOVINE PANCREA TRYPSIN, TPCK TREATED, FROM BOVINE PANCREAS TPCK-TRYPSIN AGAROSE TRYPSIN FROM BOVINE PANCREAS TPCK TREATE

L-1-TOSYLAMIDE-2-PHENYLETHYL-CHLOROMETHYL KETONE

L-1-P-TOSYLAMINO-2-PHENYLETHYL CHLOROMETHYL KETONE

L-1-CHLORO-3-(4-TOSYLAMIDO)-4-PHENYL-2-BUTANONE

L-1-CHLORO-3-TOSYLAMIDO-4-PHENYL-2-BUTANONE

L-1-4'-TOSYLAMINO-2-PHENYLETHYL CHLOROMETHYL KETONE

N-TOSYL-L-PHENYLALANINE CHLOROMETHYL KETONE

N-TOSYL-PHE-CHLOROMETHYLKETONE

N-TOSYLAMIDE PHENETHYL CHLOROMETHYLKETONE

P-TOLUENESULFONYL-L-PHENYLALANINE CHLOROMETHYL KETONE

N-ALPHA-TOSYL-PHE CHLOROMETHYL KETONE

N-ALPHA-P-TOSYL-L-PHENYLALANINE CHLOROMETHYIKETONE

(S)-1-CHLORO-3-TOSYLAMIDO-4-PHENYL-2-BUTANONE

(S)-1-CHLORO-4-PHENYL-3-TOSYLAMIDO-2-BUTANONE

TOS-PHE-CHLOROMETHYLKETONE

TOS-PHE-CMK

TOSYL-L-PHENYLALANINE CHLOROMETHYL KETONE

TOSYL-L-PHENYLALANYL-CHLOROMETHANE

TPCK

(-)-p-toluenesulfonamid

l-1-tosylamido-2-phenylethylchloromethylketone

N-Tosyl-L-phenylalanine Chloromethyl Ketone(TPCK)

L-1-CHLORO-3-TOSYLAMIDO-4-PHENYL-2-BUTANONE RESEARCH GRADE

TPCK (N-TOSYL-L-PHENYLALANINE CHLOROMETH YL KETONE) \ PROTEASE INHIBITOR

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

N-(p-Toluenesulfonyl)-L-phenylalanyl ChloroMethyl Ketone

(S)-N-(4-Chloro-3-oxo-1-phenyl-2-butyl)-p-toluenesulfonamide N-Tosyl-L-phenylalanyl Chloromethyl Ketone TPCK

N-α-Tosyl-L-phenylalanylchloromethane

TPCK (Tosyl Phenylalanyl ChloroMethyl ketone

Chloro-3-tosylaMido-4-phenyl-2-butanone research grade

N- (p-toluenesulfonyl) -L- phenylalanyl chloride ketone (TPCK)

alpha-N-Tosyl-L-phenylalanine chloromethyl ketone

N-alpha-Tosyl-L-phenylalanylchloromethane

Tosylphenylalanylchloromethane

N-p-Tosyl-L-phenylalanine chloromethyl ketone (TPCK)

N-(p-Toluenesulfonyl)-L-phenylalanine chloromethyl ketone

L-1-4'-Tosylamino-2-phenylethylechloromethyleketone

N-tosyl-L-phenylalanyl chloromethyl ketone

n-2-p-Tosyl-L-phenylalanine-chlorometjylketone

Tos-L-Phe-CMK

Tosyl-L-Phenylalanine chloromethylketone≥ 98% (TLC)

(S)-N-(4-Chloro-3-oxo-1-phenylbutan-2-yl)-4-methylbenzenesulfonamide

(S)-1-Chloro-3-tosylamido-4-phenyl-2-butanone, (S)-1-Chloro-4-phenyl-3-tosylamido-2-butanone, Tosyl-L-phenylalanyl-chloromethane, TPCK

N-[(S)-α-(Chloroacetyl)phenethyl]-4-methylbenzenesulfonamide

N-p-Tosyl-L-phenylalanyl chloromethane

N-p-Tosyl-L-phenylalanyl chloromethyl ketone

Tos-L-Phe-Chloromethane

L-1-4'-Tosylamino-2-phenylethyl chloromethyl ketoneTPCK

l-n-(alpha-(chloroacetyl)phenethyl)-p-toluenesulfonamide

tosylphenylalanylchloromethylketone

L-chloromethyl (2-phenyl-1-(p-toluenesulphonylamino)ethyl) ketone

L-1-P-TOSYLAMINO-2-PHENYLETHYL CHLORO-METHYL KETONE, 99+%

L-1-4'-Tosylamino-2-phenylethyl chloromethyl ketone, 99+%

Chloro-3-tosylamido-4-phenyl-2-butanone

Benzenesulfonamide, N-(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl-4-methyl-

n-p-tosyl-l-phenylalanine chloromethyl ketone

L-1-4-Tosylamido-2-phenylethyl chloromethyl ketone.

L-1-PARA-TOSYLAMINO-2-PHENYLETHYLCHLOROMETHYLKETONE

L-1-TOSYLAMIDO-2-PHENYLETHYLCHLOROETHYLKETONE