A non-selective proteinase inhibitor
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Tosyllysine Chloromethyl Ketone (hydrochloride)

Item No. 13074

Technical Information
Formal Name
N-[5-amino-1-(2-chloroacetyl)pentyl]-4-methyl-benzenesulfonamide, monohydrochloride
CAS Number
4272-74-6
Synonyms
  • 1-Chloro-3-Toxylamide-7-Amino-L-2-Heptanone
  • TLCK
Molecular Formula
C14H21ClN2O3S • HCl
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
DMF: 20 mg/mlDMSO: 5 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
229 nm
SMILES
CC1=CC=C(S(N[C@@H](CCCCN)C(CCl)=O)(=O)=O)C=C1.Cl
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Tosyllysine chloromethylketone (TLCK) is an active site-directed agent that inhibits serine proteinases with trypsin-like activity. TLCK may also act non-selectively with thiol groups and thereby inhibit cysteine proteinases and other enzymes.1 To prevent proteolytic degradation, TLCK may be used in protein purification protocols.2 TLCK selectively inactiviates clostripain obtained from C. histolyticum.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Griscavage, J.M., Wilk, S., and Ignarro, L.J. Serine and cysteine proteinase inhibitors prevent nitric oxide production by activated macrophages by interfering with transcription of the inducible NO synthase gene. Biochem. Biophys. Res. Commun. 215(2), 721-729 (1995).

    2. Urban, M.K., Franklin, S.G., and Zweidler, A. Isolation and characterization of the histone variants in chicken erythrocytes. Biochemistry 18(18), 3952-3960 (1979).

    3. Józwiak, J., Komar, A., Jankowska, E., et alInhibition of Clostridium histolyticum supernatant cytotoxic activity by protease inhibitors. Enzyme Microb. Technol. 39(1), 28-31 (2006).