T7254

N_α-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
• Fórmula empírica (notación de Hill): C₁₄H₂₁ClN₂O₃S · HCl
• Número CAS: 4272-74-6
• Peso molecular: 369.31
• NACRES: NA.77
• PubChem Substance ID: 24278752
• UNSPSC Code: 12352202
• EC Number: 224-266-4
• MDL number: MFCD00065395
• Beilstein/REAXYS Number: 7106867
• eCl@ss: 32160406

Propiedades

• Nombre del producto: N_α-Tosyl-L-lysine chloromethyl ketone hydrochloride, ≥96% (TLC), powder
• biological source: synthetic (organic)
• Quality Segment: 200
• 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: human ... NFKB1(4790), NFKB2(4791)

Descripción

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[1]
• as a trypsin inhibitor to determine the specific protease activity levels[2]

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.

Información de seguridad

• 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: GHS05,GHS07
• signalword: Danger
• hcodes: H302,H315,H317,H318
• pcodes: P261 - P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1B