T7254

N_α-Tosyl-L-lysine chloromethyl ketone hydrochloride

powder, ≥96% (TLC)

• Synonym(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
• Empirical Formula (Hill Notation): C₁₄H₂₁ClN₂O₃S · HCl
• CAS Number: 4272-74-6
• Molecular Weight: 369.31
• Beilstein: 7106867
• EC Number: 224-266-4
• MDL number: MFCD00065395
• UNSPSC Code: 12352202
• PubChem Substance ID: 24278752
• NACRES: NA.77

Properties

• product name: N_α-Tosyl-L-lysine chloromethyl ketone hydrochloride, ≥96% (TLC), powder
• biological source: synthetic (organic)
• 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)

Description

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.

Caution

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves