Key Documents

View All Documentation

T7254

N_α-Tosyl-L-lysine chloromethyl ketone hydrochloride

Name: <I>N</I><SUB>&#945;</SUB>-Tosyl-<SC>L</SC>-lysine chloromethyl ketone hydrochloride
Brand: SIGMA

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

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₁₄H₂₁ClN₂O₃S · HCl

CAS Number:

4272-74-6

Molecular Weight:

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

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Product Name

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

biological source

synthetic (organic)

Quality Level

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)

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.