DC Chemicals Limited
China
Product Name: TLCK hydrochloride
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4272-74-6

4272-74-6 structure

4272-74-6 structure

Name: tlck
Chemical Name: (3S)-1-Chloro-3-tosylamido-7-amino-2-heptanone hydrochloride
CAS Number: 4272-74-6
Molecular Formula: C₁₄H₂₂Cl₂N₂O₃S
Molecular Weight: 369.307
Catalog: Biochemical Protein research
Create Date: 2018-11-23 19:58:04
Modify Date: 2024-01-14 15:33:39
N-alpha-Tosyl-L-lysine chloromethyl ketone (TLCK), a trypsin like protease inhibitor, sensitizes HeLa cells to Fas-mediated cell death.

Name	(3S)-1-Chloro-3-tosylamido-7-amino-2-heptanone hydrochloride
Synonyms	MFCD00065395 EINECS 224-266-4 Benzenesulfonamide, N-[(1S)-5-amino-1-(2-chloroacetyl)pentyl]-4-methyl-, hydrochloride (1:1) N-[(3S)-7-Amino-1-chloro-2-oxoheptan-3-yl]-4-methylbenzenesulfonamide hydrochloride (1:1) Tosyllysine chloromethyl ketone (hydrochloride) N-[(3S)-7-Amino-1-chloro-2-oxo-3-heptanyl]-4-methylbenzenesulfonamide hydrochloride (1:1)

Description	N-alpha-Tosyl-L-lysine chloromethyl ketone (TLCK), a trypsin like protease inhibitor, sensitizes HeLa cells to Fas-mediated cell death.
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Cancer
In Vitro	N-alpha-Tosyl-L-lysine chloromethyl ketone exhibits an inhibitory effect on IFN-γ activities. The effect of TLCK is studied on the IFN-γ sensitization of HeLa cells towards cell death mediated by anti-Fas. Lower concentration of anti-Fas (10 ng/mL) are used to examine the interaction among the three effectors simultaneously, that is, anti-Fas, TLCK and IFN-γ. TLCK by itself up to 50 μM concentration exhibits a small decrease in cell viability. Beyond 50 μM, a dose dependent decrease in cell viability is observed. IFN-γ slightly reduces cell viability on its own. Addition of anti-Fas (10 ng/mL) results in a slight decrease in cell survival, which is enhanced more than additively in the presence of TLCK, most prominently between 50 and 100 μM. Upon addition of both anti-Fas and IFN-γ, a decrease (≈46%) in cell viability is observed. Moreover, the decrease in cell survival is further enhanced upon addition of higher concentrations of TLCK, 25 μM and more[1].
Cell Assay	HeLa cell line (human cervical cancer cells) is cultured in DMEM supplemented with 10% fetal bovine serum (FBS), L-glutamine (300 mg/L), penicillin (100 U/ml) and streptomycin(100 μg/ml) at 37°C in 5% CO2. HT-29 cell line (human colorectal adenocarcinoma) is cultured in RPMI supplemented with 10% fetal bovine serum (FBS), L-glutamine (300 mg/L), penicillin (100 U/mL) and streptomycin (100 μg/mL) at 37°C in 5% CO2. The cells are split every second day to keep the cell growth in logarithmic phase. The cells are routinely tested for mycoplasma. The cells are treated with different concentrations of TPCK or TLCK (5, 10, 25, 50, 100, 150, and 200 μM) for 30 min and/or with different concentrations of IFN-γ for 2 h followed by treatment with different concentrations of anti-Fas for 2 or 4 days for each specific experiment. The control cells are treated with the respective vehicle only. Cell viability analysis of HeLa and HT-29 cells is assessed by their XTT reduction activity. 100 µL of 2×104 cells/mL is incubated with treatments at the indicated time. At the end of the incubation period, 25 µL of 1 mg/mL XTT solution (containing 0.2 mM phenazine methosulphate (PMS) is added and the cells are incubated for an additional 1 h. The OD values are measured using an ELISA reader at 450 nm with a reference wavelength of 650 nm[1].
References	[1]. Shadrin N, et al. Serine protease inhibitors interact with IFN-γ through up-regulation of FasR; a novel therapeutic strategy against cancer. Exp Cell Res. 2015 Jan 15;330(2):233-9.

Boiling Point	509.8ºC at 760 mmHg
Melting Point	-165ºC (dec.)
Molecular Formula	C₁₄H₂₂Cl₂N₂O₃S
Molecular Weight	369.307
Flash Point	262.1ºC
Exact Mass	368.072815
PSA	97.64000
LogP	4.55280
Storage condition	2-8°C
Water Solubility	H2O: 50 mg/mL

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XT5160000

CHEMICAL NAME :: p-Toluenesulfonamide, N-(5-amino-1-(chloroacetyl)pentyl)-, hydrochloride, L-

CAS REGISTRY NUMBER :: 4272-74-6

LAST UPDATED :: 199707

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C14-H21-Cl-N2-O3-S.Cl-H

MOLECULAR WEIGHT :: 369.34

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravaginal

DOSE :: 150 ug/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - female fertility index (e.g. # females pregnant per # sperm positive females; # females pregnant per # females mated)

REFERENCE :: CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 19,95,1979

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P261-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi: Irritant;
Risk Phrases	R36/37/38
Safety Phrases	26-36
RIDADR	UN 3335
WGK Germany	3
RTECS	XT5160000
HS Code	29350090