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Merck

T7254

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride

powder, ≥96% (TLC)

Sinónimos:

(3S)-1-Chloro-3-tosylamido-7-amino-2-heptanone hydrochloride, (3S)-7-Amino-1-chloro-3-tosylamino-2-heptanone hydrochloride, TLCK, Tosyl-L-lysyl-chloromethane hydrochloride

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Fórmula empírica (notación de Hill):
C14H21ClN2O3S · HCl
Número CAS:
Peso molecular:
369.31
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
EC Number:
224-266-4
MDL number:
Beilstein/REAXYS Number:
7106867
eCl@ss:
32160406
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Nombre del producto

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride, ≥96% (TLC), powder

biological source

synthetic (organic)

Quality Level

assay

≥96% (TLC)

form

powder

potency

10-100 μM effective concentration

solubility

H2O: 50 mg/mL

storage temp.

−20°C

SMILES string

Cl[H].Cc1ccc(cc1)S(=O)(=O)N[C@@H](CCCCN)C(=O)CCl

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

Gene Information

Application

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride has been used:
  • in chymotrypsin purification to prevent binding of trypsins to the affinity support by inhibiting them in the crude extract
  • as a protease inhibitor in tissue and cell homogenization
  • as a trypsin inhibitor to determine the specific protease activity levels

Biochem/physiol Actions

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride (TLCK) blocks the lipopolysaccharide (LPS)- or cytokine-induced activation of nuclear factor κB (NF-κB), which, in turn, blocks the induction of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) transcription. Blocks activation of pp70s6k by all mitogens. Blocks apoptosis in cell lines by inhibiting the processing of caspases in some cell lines and to some stimuli.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Disclaimer

Stable at least two years when stored desiccated at −20°C.


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Clase de almacenamiento

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1B



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F D'Acquisto et al.
FEBS letters, 418(1-2), 175-178 (1997-12-31)
We investigated the involvement of NF-kappaB in the regulation of COX-2 protein expression and prostaglandin production in LPS-stimulated J774 macrophages. Incubation of J774 cells with LPS (1 microg/ml) for 24 h caused an increase of COX-2 protein expression and accumulation
G Kwon et al.
Diabetes, 47(4), 583-591 (1998-05-06)
Interleukin-1beta (IL-1beta) has been implicated as an effector molecule of beta-cell destruction in autoimmune diabetes. IL-1beta inhibits insulin secretion from pancreatic beta-cells by stimulating the expression of inducible nitric oxide synthase (iNOS) that generates the free radical nitric oxide. IL-1beta
Purification and characterization of a serine protease with fibrinolytic activity from the dung beetles, Catharsius molossus
Ahn MY, et al.
Thrombosis Research, 112(5-6), 339-347 (2003)