TLCK | 4272-74-6

TLCK Properties

Melting point	~165 °C (dec.)
storage temp.	-20°C
solubility	H₂O: 50 mg/mL
form	powder
color	white to pink
optical activity	[α]20/D 7.8±0.5°, c = 2% in H2O
BRN	7106867
CAS DataBase Reference	4272-74-6

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H315-H319-H335

Precautionary statements

P302+P352-P304+P340-P305+P351+P338

Hazard Codes

Xi

Risk Statements

36/37/38

Safety Statements

26-36

RIDADR

UN 3335

WGK Germany

3

RTECS

XT5160000

F

10-21

HS Code

29350090

NFPA 704

	0
2		0

TLCK price More Price(21)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	90182	Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride ≥99.0% (AT)	4272-74-6	100mg	$183	2024-03-01	Buy
Sigma-Aldrich	90182	Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride ≥99.0% (AT)	4272-74-6	500mg	$724	2024-03-01	Buy
Cayman Chemical	13074	Tosyllysine Chloromethyl Ketone (hydrochloride) ≥98%	4272-74-6	50mg	$57	2024-03-01	Buy
Cayman Chemical	13074	Tosyllysine Chloromethyl Ketone (hydrochloride) ≥98%	4272-74-6	100mg	$107	2024-03-01	Buy
Sigma-Aldrich	T7254	Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride ≥96% (TLC), powder	4272-74-6	100mg	$160	2024-03-01	Buy

Product number	Packaging	Price	Buy
90182	100mg	$183	Buy
90182	500mg	$724	Buy
13074	50mg	$57	Buy
13074	100mg	$107	Buy
T7254	100mg	$160	Buy

TLCK Chemical Properties,Uses,Production

Chemical Properties

white to light beige powder

Uses

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride has been used:

in chymotrypsin purification to prevent binding of trypsins to the affinity support by inhibiting them in the crude extract
as a protease inhibitor in tissue and cell homogenization
as a trypsin inhibitor to determine the specific protease activity levels

Uses

Tosyllysine chloromethylketone (TLCK) is an active site-directed agent that inhibits serine proteinases with trypsin-like activity. TLCK may also act non-selectively with thiol groups and thereby inhibit cysteine proteinases and other enzymes. To prevent proteolytic degradation, TLCK may be used in protein purification protocols. TLCK selectively inactiviates clostripain obtained from C. histolyticum.

Biological Activity

tosyllysine chloromethyl ketone (hydrochloride) is a protease inhibitor [1][2][3].l-1-chloro-3-[4-tosylamido]-7-amino-2-heptanone-hcl (tlck) is a protease inhibitor. tlck is an active site-directed agent that inhibits serine proteinases with trypsin-like activity. tlck also interacts non-selectively with thiol groups and thereby inhibits cysteine proteinases and other enzymes. in lps-activated rat alveolar macrophages, tlck at 1-100 μm inhibited nox- accumulation and inducible inos expression in a concentration-dependent way [1]. to prevent proteolytic degradation, tlck may be used in protein purification protocols [2]. tlck significantly increased the cytotoxic activity of c. histolyticum supernatant towards human epithelial hela cells probably by hindering natural defence mechanisms of cells. 30 min incubation with bacterial supernatant increased toxicity in both concentrations (200 and 1000 μm) from 18 ± 3% to 39 ± 3% and 57 ± 8%, respectively. tlck also blocked clostripain enzymatic activity obtained from c. histolyticum. so tlck might be used to treat diseases complicated by concurrent c. histolyticum infection [3].

Biochem/physiol Actions

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride (TLCK) blocks the lipopolysaccharide (LPS)- or cytokine-induced activation of nuclear factor κB (NF-κB), which, in turn, blocks the induction of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) transcription. Blocks activation of pp70s6k by all mitogens. Blocks apoptosis in cell lines by inhibiting the processing of caspases in some cell lines and to some stimuli.

Purification Methods

The hydrochloride slowly crystallises from a concentrated solution in absolute EtOH, thinned with EtOH/Et2O for collection and dried in vacuo. It is a suicide enzyme inhibitor of serine proteases, e.g. trypsin and clostripain. [Matsuda et al. Chem Pharm Bull Jpn 30 2512 1982, Shaw et al. Biochemistry 4 2219 1965].

References

[1]. griscavage jm, wilk s, ignarro lj. serine and cysteine proteinase inhibitors prevent nitric oxide production by activated macrophages by interfering with transcription of the inducible no synthase gene. biochem biophys res commun. 1995 oct 13;215(2):721-9.
[2]. urban mk, franklin sg, zweidler a. isolation and characterization of the histone variants in chicken erythrocytes. biochemistry. 1979 sep 4;18(18):3952-60.
[3]. józwiak, j.,komar, a.,jankowska, e., et al. determination of the cytotoxic effect of clostridiumhistolyticum culture supernatant on hela cells in the presence of protease inhibitors. fems immunology & medical microbiology 45(2):137-42 (2005).

TLCK Preparation Products And Raw materials

Raw materials

Preparation Products

TLCK Suppliers

Global( 75)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
career henan chemical co	+86-0371-86658258 +8613203830695	sales@coreychem.com	China	29884	58
Chongqing Chemdad Co., Ltd	+86-023-6139-8061 +86-86-13650506873	sales@chemdad.com	China	39894	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	32165	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	22883	58
BOC Sciences	16314854226; +16314854226	inquiry@bocsci.com	United States	19741	58
Dayang Chem (Hangzhou) Co.,Ltd.	571-88938639 +8617705817739	info@dycnchem.com	China	52849	58
Nextpeptide Inc	+86-0571-81612335 +8613336028439	sales@nextpeptide.com	China	19908	58
GIHI CHEMICALS CO.,LIMITED	+8618058761490	info@gihichemicals.com	China	49979	58
Aladdin Scientific	+1-+1(833)-552-7181	sales@aladdinsci.com	United States	52925	58
Amadis Chemical Company Limited	571-89925085	sales@amadischem.com	China	131957	58

Supplier	Advantage
career henan chemical co	58
Chongqing Chemdad Co., Ltd	58
TargetMol Chemicals Inc.	58
Dideu Industries Group Limited	58
BOC Sciences	58
Dayang Chem (Hangzhou) Co.,Ltd.	58
Nextpeptide Inc	58
GIHI CHEMICALS CO.,LIMITED	58
Aladdin Scientific	58
Amadis Chemical Company Limited	58

View Lastest Price from TLCK manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2024-11-19	N-alpha-Tosyl-L-lysine chloromethyl ketone hydrochloride 4272-74-6	US $48.00-125.00 / mg		97.44%	10g	TargetMol Chemicals Inc.
	2019-07-06	(3S)-1-Chloro-3-tosylamido-7-amino-2-heptanone hydrochloride 4272-74-6	US $1.00 / kg	1kg	95%-99%	1000kg	Career Henan Chemical Co

N-alpha-Tosyl-L-lysine chloromethyl ketone hydrochloride
4272-74-6
US $48.00-125.00 / mg
97.44%
TargetMol Chemicals Inc.

(3S)-1-Chloro-3-tosylamido-7-amino-2-heptanone hydrochloride
4272-74-6
US $1.00 / kg
95%-99%
Career Henan Chemical Co

TLCK Spectrum

TLCK(4272-74-6)¹HNMR TLCK(4272-74-6)Raman

4272-74-6(TLCK)Related Search:

Benzenesulfonyl chloride N-BOC-L-leucylglycyl-arginine-p-nitroanilide hydrochloride Ethyl N-benzoyl-L-tyrosinate BAA TOS-ARG-OME HCL

N-Benzoyl-DL-arginine-4-nitroanilide hydrochloride TPCK Ethyl N-benzoyl-L-argininate hydrochloride TRYPSIN INHIBITOR 1 VIAL PROTEASE-INHIBITOR-MIX G (31,2 MG)

1 VIAL PROTEASE-INHIBITOR-MIX FY Chymotrypsin TLCK HYDROCHLORIDE,TLCK HCL,TLCK TLCK TLCK,TLCK HCL,TLCK HYDROCHLORIDE

A-CHYMOTRYPSIN TYPE VII-B BIOTINLABLED A ND TLCK TR A-CHYMOTRYPSIN TYPE VII TLCK TREATED N-TOSYL-L-LYSINE CHLOROMETHYL KETONE HYDROCHLORIDE (TLCK)

1of4

N-ALPHA-TOSYL-LYS CHLOROMETHYL KETONE, HYDROCHLORIDE NALPHA-P-TOSYL-L-LYSIN CHLOROMETYL KETONE N-ALPHA-P-TOSYL-L-LYSIN CHLOROMETYL KETONE HCL N-ALPHA-P-TOSYL-L-LYSINE CHLOROMETHYL KETONE HYDROCHLORIDE P-TOLUENESULFONYL-L-LYSINE CHLOROMETHYL KETONE HYDROCHLORIDE N-TOSYL-L-LYSINE CHLOROMETHYL KETONE HYDROCHLORIDE N-TOSYL-LYS-CHLOROMETHYLKETONE TOS-LYS-CHLOROMETHYLKETONE HCL TOS-LYS-CMK TOS-LYS-CMK HCL TOSYL-L-LYSINE CHLOROMETHYLKETONE HCL TOSYL-LYS-CMK TOSYL-L-LYSYL-CHLOROMETHANE HCL (S)-N-(7-AMino-1-chloro-2-oxoheptan-3-yl)-4-MethylbenzenesulfonaMide hydrochloride Benzenesulfonamide,N-[(1S)-5-amino-1-(2-chloroacetyl)pentyl]-4-methyl-, hydrochloride (1:1) Tosyl-L-lysyl-chloromethane hydrochloride Nα-Tosyl-L-lysine chloromethylketone hydrochloride≥ 98% (HPLC) Tos-L-Lys-CMK·HCl L-1-CHLORO-3-TOSYLAMIDO-7-AMINO-2-HEPTANONE HCL L-1-CHLORO-3-(4-TOSYLAMIDO)-7-AMINO-2-HEPTANONE HYDROCHLORIDE (3S)-7-AMINO-1-CHLORO-3-TOSYLAMINO-2-HEPTANONE HYDROCHLORIDE (3S)-1-CHLORO-3-TOSYLAMIDO-7-AMINO-2-HEPTANONE HYDROCHLORIDE 1-CHLORO-3-TOSYLAMIDO-7-AMINO-2-HEPTANONE HYDROCHLORIDE 1-CHLORO-3-TOSYLAMIDO-7-AMINO-L-2-HEPTANONE 1-CHLORO-3-TOSYLAMIDO-7-AMINO-L-2-HEPTANONE HYDROCHLORIDE Chloro-3-tosylaMido-7-aMino-2-heptanone-HCl research grade n-(5-amino-1-(chloroacetyl)pentyl)-4-methyl-benzenesulfonamidmonohydroch (S)-N-[5-amino-1-(chloroacetyl)pentyl]-p-toluenesulphonamide monohydrochloride Benzenesulfonamide, N-(1S)-5-amino-1-(chloroacetyl)pentyl-4-methyl-, monohydrochloride NALPHA-TOSYL-L-LYSINE CHLOROMETHYL KETONE HYDROCHLORIDE (TLCK) (3S)-1-Chloro-3-tosylamido-7-amino-2-heptanone hydrochloride,98% Tos-Lys-chloromethylketone (3S)-1-Chloro-3-tosylaMido-7-aMino-2-heptanone hydrochloride, 98% 50MG Nα-Tosyl-L-lysine chloroMethyl ketone HCl (s)-lorid l-n-(5-amino-1-(chloroacetyl)pentyl)-p-toluenesulfonamidehydrochloride n-(5-amino-1-(chloroacetyl)pentyl)-,hydrochloride,l-p-toluenesulfonamid TLCK TLCK HCL TLCK HYDROCHLORIDE N-ALPHA-TOSYL-L-LYS CHLOROMETHYLKETONE N-ALPHA-TOSYL-L-LYSINE CHLOROMETHYL KETONE HYDROCHLORIDE N-ALPHA-TOSYL-LYS-CHLOROMETHYLKETONE HCL Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride N-alpha-Tosyl-L-lysine chloromethyl ketone HCl TLCK USP/EP/BP (3S)-1-Chloro-3-tosylamido-7-amino-2-heptanone HCl Nα-Tosyl-L-lysine chloromethyl ketone N-ALPHA-TOSYL-L-LYSINE CHLOROMETHYL KETONE N-ALPHA-TOSYL-L-LYSINE CHLOROMETHYL KETONE (TLCK) Inhibitor,inhibit,N alpha Tosyl L lysine chloromethyl ketone hydrochloride,NalphaTosylLlysine chloromethyl ketone hydrochloride N-[5-amino-1-(2-chloroacetyl)pentyl]-4-methyl-benzenesulfonamide, monohydrochloride 4272-74-6 C14H21ClN2O3SHCl C14H21ClN2O3S C14H22N2O3Scl Organic Covalent Modifiers BioChemical