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

More

Less

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)

More

Less

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

More

Less

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.

More

Less

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

More

Less

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

More

Less

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

VDM Biochemicals

Tel: 0330-2528181
Fax: 0330-2528171
Email: sales@vdmbio.com
Country: United States
ProdList: 510
Advantage: 64

BOC Sciences

Tel: 16314854226
Email: info@bocsci.com
Country: United States
ProdList: 9923
Advantage: 65

TargetMol Chemicals Inc.

Tel: +1-781-999-5354 +1-00000000000
Email: marketing@targetmol.com
Country: United States
ProdList: 32161
Advantage: 58

BOC Sciences

Tel: 16314854226; +16314854226
Email: inquiry@bocsci.com
Country: United States
ProdList: 19741
Advantage: 58

Aladdin Scientific

Tel: +1-+1(833)-552-7181
Email: sales@aladdinsci.com
Country: United States
ProdList: 57505
Advantage: 58

TargetMol Chemicals Inc.

Tel
Email: support@targetmol.com
Country: United States
ProdList: 38631
Advantage: 58

Focus Biomolecules

Tel: --
Fax: --
Email: sales@focusbiomolecules.com
Country: United States
ProdList: 1284
Advantage: 58

Cayman Chemical Company

Tel: --
Fax: --
Email: cayman@caymanchem.com
Country: United States
ProdList: 6213
Advantage: 81

United States Biological

Tel: --
Fax: --
Email: chemicals@usbio.net
Country: United States
ProdList: 6214
Advantage: 80

Creative Enzymes

Tel: --
Fax: --
Email: info@creative-enzymes.com
Country: United States
ProdList: 6057
Advantage: 58

Combi-Blocks Inc.

Tel: --
Fax: --
Email: sales@combi-blocks.com
Country: United States
ProdList: 6618
Advantage: 69

Riedel-de Haen AG

Tel: --
Fax: --
Country: United States
ProdList: 6773
Advantage: 87

TCI America

Tel: --
Fax: --
Email: sales@tciamerica.com
Country: United States
ProdList: 6909
Advantage: 75

Santa Cruz Biotechnology, Inc.

Tel: --
Fax: --
Email: scbt@scbt.com
Country: United States
ProdList: 3597
Advantage: 60

Chem-Impex International, Inc.

Tel: --
Fax: --
Country: United States
ProdList: 6730
Advantage: 64

BioWorld

Tel: --
Fax: --
Email: save@bio-WORLD.com
Country: United States
ProdList: 148
Advantage: 72

HONEST JOY HOLDINGS LIMITED

Tel: --
Fax: --
Email: sales@honestjoy.cn
Country: United States
ProdList: 6675
Advantage: 54

Advance Scientific & Chemical

Tel: --
Fax: --
Email: sales@advance-scientific.com
Country: United States
ProdList: 6419
Advantage: 71

American Bioanalytical

Tel: --
Fax: --
Email: wenli@smith.edu
Country: United States
ProdList: 167
Advantage: 69

BIOMOL INTERNATIONAL, LP

Tel: --
Fax: --
Email: info@biomol.com
Country: United States
ProdList: 1499
Advantage: 77

Research Organics Inc.

Tel: --
Fax: --
Email: info@resorg.com
Country: United States
ProdList: 1324
Advantage: 72

American Peptide Company

Tel: --
Fax: --
Email: sales@americanpeptide.com
Country: United States
ProdList: 1718
Advantage: 71

Roche Applied Science

Tel: --
Fax: --
Email: biochemts.us@roche.com
Country: United States
ProdList: 696
Advantage: 85

Research Plus, Inc.

Tel: --
Fax: --
Email: respls@aol.com
Country: United States
ProdList: 3674
Advantage: 51

EMD Biosciences, Inc.

Tel: --
Fax: --
Email: technical@calbiochem.com
Country: United States
ProdList: 6529
Advantage: 66

Spectrum Chemicals & Laboratory Products

Tel: --
Fax: --
Email: sales@spectrumchemical.com
Country: United States
ProdList: 6699
Advantage: 77

Crescent Chemical Co., Inc.

Tel: --
Fax: --
Email: sales@creschem.com
Country: United States
ProdList: 4597
Advantage: 68

MP Biomedicals, Inc.

Tel: --
Fax: --
Country: United States
ProdList: 6561
Advantage: 81

More

Less

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