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Safety Information

616382

Sigma-Aldrich

Nα-Tosyl-Lys Chloromethyl Ketone, Hydrochloride

Inhibits trypsin-like serine proteinases.

Synonym(s):

Nα-Tosyl-Lys Chloromethyl Ketone, Hydrochloride, TLCK

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About This Item

Empirical Formula (Hill Notation):
C14H21ClN2O3S · xHCl
CAS Number:
4238-41-9
Molecular Weight:
332.85 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

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

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

616382-250MG:
616382-0GM:
616382-MG:
616382-50MG:
616382-15GM:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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