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T7254

Sigma-Aldrich

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride

powder, ≥96% (TLC)

Sinônimo(s):

(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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About This Item

Fórmula empírica (Notação de Hill):
C14H21ClN2O3S · HCl
Número CAS:
4272-74-6
Peso molecular:
369.31
Beilstein:
7106867
Número CE:
224-266-4
Número MDL:
MFCD00065395
Código UNSPSC:
12352202
ID de substância PubChem:
24278752
NACRES:
NA.77

Nome do produto

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

fonte biológica

synthetic (organic)

Nível de qualidade

200

Ensaio

≥96% (TLC)

Formulário

powder

potência

10-100 μM effective concentration

solubilidade

H2O: 50 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

YFCUZWYIPBUQBD-ZOWNYOTGSA-N

Informações sobre genes

human ... NFKB1(4790) , NFKB2(4791)

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Aplicação

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

Ações bioquímicas/fisiológicas

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.

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Atenção

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
BCCH0965
BCCF8399
BCCF0190
BCCD8663
BCCC7579

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P Kwo et al.
The American journal of physiology, 268(4 Pt 1), G613-G621 (1995-04-01)
Glycodeoxycholate (GDC) induces apoptosis in hepatocytes by a mechanism associated with DNA cleavage by endonucleases. In many models of apoptosis, proteolysis is required prior to DNA cleavage. Our aims were to determine if enhanced proteolysis is a mechanism causing GDC-mediated
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Ahn MY, et al.
Thrombosis Research, 112(5-6), 339-347 (2003)
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
Swaantje Peters et al.
Cytokine, 40(2), 144-150 (2007-10-26)
Vascular permeability is important at many sites, but particularly so in diabetic retinopathy where macular oedema is the major cause of blindness. Angiopoietin-2 (Ang-2) and vascular endothelial growth factor (VEGF) are important factors involved in neovascularization and vascular leakage, but
L Stefanis et al.
Journal of neurochemistry, 69(4), 1425-1437 (1997-11-05)
Rat pheochromocytoma (PC12) cells and sympathetic neurons undergo apoptotic cell death upon withdrawal of trophic support. We have shown previously that selective cysteine aspartase (caspase) inhibitors protect PC12 cells and sympathetic neurons from such death, and that the caspase Nedd-2
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