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TPCK

TPCK structure

CAS No.: 402-71-1

Chemical Name:: TPCK

Synonyms: 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;TOSYL-L-PHENYLALANYL-CHLOROMETHANE

CBNumber:: CB0354828

Molecular Formula:: C17H18ClNO3S

Molecular Weight:: 351.85

MDL Number:: MFCD00000935

MOL File:: 402-71-1.mol

MSDS File:: SDS

Last updated:2023-06-08 09:02:46

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TPCK Properties

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
FDA UNII	P598716LJT
EPA Substance Registry System	Benzenesulfonamide, N-[(1S)-3-chloro-2-oxo-1-(phenylmethyl)propyl]-4-methyl- (402-71-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS05,GHS07

Signal word

Danger

Hazard statements

H315-H318-H335

Precautionary statements

P280-P302+P352-P305+P351+P338+P310

Hazard Codes

Risk Statements

37/38-41

Safety Statements

26-36

RIDADR

UN 3335

WGK Germany

RTECS

XT5613500

10-19-21

TSCA

Yes

HS Code

29350090

NFPA 704

	0
3		0

TPCK price More Price(26)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	T4376	N-p-Tosyl-L-phenylalanine chloromethyl ketone ≥97% (TLC), powder	402-71-1	1g	$249	2024-03-01	Buy
Sigma-Aldrich	616387	N-p-Tosyl-L-phenylalanine chloromethyl ketone Irreversible inhibitor of chymotrypsin.	402-71-1	250mg	$85.2	2024-03-01	Buy
TCI Chemical	T2810	N-(p-Toluenesulfonyl)-L-phenylalanyl Chloromethyl Ketone >95.0%(HPLC)(T)	402-71-1	1g	$212	2021-12-16	Buy
TCI Chemical	T2810	N-(p-Toluenesulfonyl)-L-phenylalanyl Chloromethyl Ketone >95.0%(HPLC)(T)	402-71-1	200mg	$72	2021-12-16	Buy
Alfa Aesar	J60639	N-(p-Toluenesulfonyl)-L-phenylalanine chloromethyl ketone	402-71-1	5g	$619	2021-12-16	Buy

Product number	Packaging	Price	Buy
T4376	1g	$249	Buy
616387	250mg	$85.2	Buy
T2810	1g	$212	Buy
T2810	200mg	$72	Buy
J60639	5g	$619	Buy

TPCK Chemical Properties,Uses,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. I t promotes dephosphorylation of p53 on serine residues.

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

TPCK Suppliers

Global( 133)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	29220	58
BOC Sciences	+16314854226	inquiry@bocsci.com	United States	19743	58
Dayang Chem (Hangzhou) Co.,Ltd.	571-88938639 +8617705817739	info@dycnchem.com	CHINA	52867	58
Nextpeptide Inc	+86-0571-81612335 +8613336028439	sales@nextpeptide.com	China	19915	58
Hebei Guanlang Biotechnology Co., Ltd.	+86-19930503259 +86-19930503259	cherry@crovellbio.com	China	18456	58
TargetMol Chemicals Inc.	+1-781-999-5354	support@targetmol.com	United States	19973	58
GIHI CHEMICALS CO.,LIMITED	+8618058761490	info@gihichemicals.com	China	49999	58
LEAPCHEM CO., LTD.	+86-852-30606658	market18@leapchem.com	China	43348	58

Supplier	Advantage
career henan chemical co	58
Chongqing Chemdad Co., Ltd	58
Dideu Industries Group Limited	58
BOC Sciences	58
Dayang Chem (Hangzhou) Co.,Ltd.	58
Nextpeptide Inc	58
Hebei Guanlang Biotechnology Co., Ltd.	58
TargetMol Chemicals Inc.	58
GIHI CHEMICALS CO.,LIMITED	58
LEAPCHEM CO., LTD.	58

View Lastest Price from TPCK manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2019-07-06	Tosyl phenylalanyl chloromethyl ketone 402-71-1	US $1.00 / kg	1kg	95%-99%	1000kg	Career Henan Chemical Co

Tosyl phenylalanyl chloromethyl ketone
402-71-1
US $1.00 / kg
95%-99%
Career Henan Chemical Co

TPCK Spectrum

TPCK(402-71-1)MS TPCK(402-71-1)IR1 TPCK(402-71-1)IR2 TPCK(402-71-1)Raman

402-71-1(TPCK)Related Search:

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BAA TOS-ARG-OME HCL TLCK N-Benzoyl-DL-arginine-4-nitroanilide hydrochloride Ethyl N-benzoyl-L-argininate hydrochloride

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TRYPSIN, TPCK TREATED, FROM BOVINE PANCREAS TPCK-TRYPSIN AGAROSE TRYPSIN FROM BOVINE PANCREAS TPCK TREATE

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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 Tos-L-Phe-CMK Tosyl-L-Phenylalanine chloromethylketone≥ 98% (TLC) (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 NALPHA-(4-Toluenesulfonyl)-L-phenylalanine chloromethyl ketone TOSYL-L-PHENYLALANINE-CHLOROMETHYL KETONE (TPCK)