616382

N^α-Tosyl-Lys Chloromethyl Ketone, Hydrochloride

Inhibits trypsin-like serine proteinases.

• Synonym(s): N^α-Tosyl-Lys Chloromethyl Ketone, Hydrochloride, TLCK
• Empirical Formula (Hill Notation): C₁₄H₂₁ClN₂O₃S · xHCl
• CAS Number: 4238-41-9
• Molecular Weight: 332.85 (free base basis)
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥95% (elemental analysis)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic)
• color: off-white
• solubility: aqueous solution, pH <6.0: 1 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• InChI: 1S/C14H21ClN2O3S.ClH/c1-11-5-7-12(8-6-11)21(19,20)17-13(14(18)10-15)4-2-3-9-16;/h5-8,13,17H,2-4,9-10,16H2,1H3;1H/t13-;/m0./s1
• InChI key: YFCUZWYIPBUQBD-ZOWNYOTGSA-N

Description

General description

Inhibits trypsin-like serine proteases. Inactivates trypsin irreversibly without affecting chymotrypsin. Prevents nitric oxide production by activated macrophages by interfering with transcription of the iNOS gene. Blocks cell-cell adhesion and binding of HIV-1 virus to target cells. In macrophages, blocks nitric oxide synthase induced by interferon-γ and lipopolysaccharides (EC₅₀ = 80 µM). Prevents endonucleolysis accompanying apoptotic death of HL-60 leukemic cells and normal thymocytes. Suggesting working concentration is 10-100 µM.

Inhibits trypsin-like serine proteinases. Irreversibly inactivates trypsin without affecting chymotrypsin. Prevents nitric oxide production by activated macrophages by interfering with transcription of the iNOS gene. Blocks cell-cell adhesion and binding of HIV-1 virus to the target cells. In macrophages, blocks nitric oxide synthase induced by interferon-γ and lipopolysaccharides (EC₅₀ = 80 µM). Prevents endonucleolysis accompanying apoptotic death of HL-60 leukemia cells and normal thymocytes.

Biochem/physiol Actions

Cell permeable: no

EC50 = 80 µM blocking nitric oxide synthase induced by interferon-γ and lipopolysaccharides in macrophages

Primary Target
trypsin like proteases

Product does not compete with ATP.

Reversible: no

Warning

Toxicity: Irritant (B)

Reconstitution

Unstable in solution; reconstitute just prior to use.

Other Notes

Griscavage, J.M., et al. 1995. Biochem. Biophys. Res. Commun.215, 721.
Kim, H., et al. 1995. J. Immunol.154, 4741.
Bourinbaiar, A.S. and Nagorny, R. 1994. Cell Immunol. 155, 230.
Biro, A., et al. 1992. Eur. J. Immunol.22, 2547.
Bruno, S., et al. 1992. Leukemia6, 1113.
Lee, S.F. 1992. Infect. Immun. 60, 4032.
Schmidt, H.H., et al. 1992. Mol. Pharmacol.41, 615.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable