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T7254

Sigma-Aldrich

Nα-Tosyl-L-lysine chloromethyl ketone hydrochloride

powder, ≥96% (TLC)

Synonyme(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

Formule empirique (notation de Hill):
C14H21ClN2O3S · HCl
Numéro CAS:
4272-74-6
Poids moléculaire :
369.31
Numéro Beilstein :
7106867
Numéro CE :
224-266-4
Numéro MDL:
MFCD00065395
Code UNSPSC :
12352202
ID de substance PubChem :
24278752
Nomenclature NACRES :
NA.77

product name

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

Source biologique

synthetic (organic)

Niveau de qualité

200

Pureté

≥96% (TLC)

Forme

powder

Puissance

10-100 μM effective concentration

Solubilité

H2O: 50 mg/mL

Température de stockage

−20°C

Chaîne 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

Clé InChI

YFCUZWYIPBUQBD-ZOWNYOTGSA-N

Informations sur le gène

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

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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

Actions biochimiques/physiologiques

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Attention

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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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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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
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Journal of neurochemistry, 69(4), 1425-1437 (1997-11-05)
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Protocoles

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Contenu apparenté

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Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

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