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Sigma-Aldrich

Nα-Tosyl-Lys Chloromethyl Ketone, Hydrochloride

Inhibits trypsin-like serine proteinases.

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Synonym(s):
Nα-Tosyl-Lys Chloromethyl Ketone, Hydrochloride, TLCK
Empirical Formula (Hill Notation):
C14H21ClN2O3S · xHCl
CAS Number:
Molecular Weight:
332.85 (free base basis)

Quality Level

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

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This Item
T7254616387200274
form

solid

form

powder

form

solid

form

solid

manufacturer/tradename

Calbiochem®

manufacturer/tradename

-

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic)

storage condition

-

storage condition

OK to freeze

storage condition

OK to freeze, desiccated (hygroscopic)

color

off-white

color

-

color

white

color

white to off-white

solubility

aqueous solution, pH <6.0: 1 mg/mL

solubility

H2O: 50 mg/mL

solubility

ethanol: 5 mg/mL, methanol: 5 mg/mL

solubility

water: 10 mg/mL, ethanol: soluble

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


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Shota Yamauchi et al.
Bio-protocol, 7(24), e2653-e2653 (2017-12-20)
The opening of stomata in plants in response to blue light is driven by the plasma membrane H+-ATPase in guard cells. To evaluate the activation of the H+-ATPase in vivo, we can use H+-pumping by guard cells in response to

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