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Tosyllysine Chloromethyl Ketone (hydrochloride)

Cayman Chemical Item Number 13074

TLCK (hydrochloride); 1-Chloro-3-Toxylamide-7-Amino-L-2-Heptanone (hydrochloride) (CAS 4238-41-9)

Tosyllysine Chloromethyl Ketone (hydrochloride) (CAS 4238-41-9)

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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

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 al. Inhibition of Clostridium histolyticum supernatant cytotoxic activity by protease inhibitors. Enzyme Microb Technol 39 28-31 (2006).

Synonyms
  • TLCK (hydrochloride)
  • 1-Chloro-3-Toxylamide-7-Amino-L-2-Heptanone (hydrochloride)
Formal Name N-​[5-​amino-​1-​(2-​chloroacetyl)pentyl]-​4-​methyl-​benzenesulfonamide,​ monohydrochloride
CAS Number 4238-41-9
Molecular Formula C14H21ClN2O3S · HCl
Formula Weight 369.3
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CC1=CC=C(S(N[C@@H]​(CCCCN)​C(CCl)​=O)​(=O)​=O)​C=C1.Cl

Background Reading

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).

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

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).

Tosyllysine Chloromethyl Ketone (hydrochloride) is available in the following screening library:

Size Price Quantity Subtotal
50 mg $35.00 $0.00
100 mg $67.00 $0.00
250 mg $158.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-26. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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