N-alpha-Tosyl-Lys chloromethyl ketone (hydrochloride)

N-alpha-Tosyl-Lys chloromethyl ketone hydrochloride (TLCK hydrochloride) is an irreversible inhibitor for serine protease, which inhibits trypsin and trypsin-like protease by alkylating histidine residues in their active site. N-alpha-Tosyl-Lys chloromethyl ketone hydrochloride inhibits caspase-3, caspase-6 and caspase-7, with IC50s of 12.0, 54.5 and 19.3 μM, respectively. N-alpha-Tosyl-Lys chloromethyl ketone hydrochloride induces apoptosis in cell HL-60, and inhibits the decrease in mitochondrial transmembrane potential during apoptosis[1].

Product Specifications

CAS Number

[4238-41-9]

Product Name Alternative

TLCK (hydrochloride)

UNSPSC

12352005

Hazard Statement

H315-H319-H335

Target

Caspase; Ser/Thr Protease

Type

Reference compound

Related Pathways

Apoptosis; Metabolic Enzyme/Protease

Applications

Cancer-Kinase/protease

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/n-a-tosyl-l-lysinyl-chloromethylketone-hydrochloride.html

Smiles

O=S(C1=CC=C(C)C=C1)(NC(C(CCl)=O)CCCCN)=O.Cl

Molecular Formula

C14H22Cl2N2O3S

Molecular Weight

369.31

Precautions

P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P362+P364-P403+P233-P405-P501

References & Citations

[1]Frydrych I, et al., Serine protease inhibitors N-alpha-tosyl-L-lysinyl-chloromethylketone (TLCK) and N-tosyl-L-phenylalaninyl-chloromethylketone (TPCK) are potent inhibitors of activated caspase proteases. J Cell Biochem. 2008 Apr 1;103 (5) :1646-56.