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TLCK hydrochloride (CAS 4238-41-9)

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Synonym:Tosyllysine Chloromethyl Ketone Hydrochloride
Application:An inhibitor of trypsin-like serine proteases
CAS Number:4238-41-9
Purity:≥95%
Molecular Weight:369.3
Molecular Formula:C14H21ClN2O3S•HCl
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TLCK hydrochloride sc-201296 200 mg $88
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
Description
TLCK hydrochloride (TLCK) is an active site-directed agent that irreversibly inhibits trypsin-like serine proteases such as granzyme D and tryptase. Cysteine proteases and other enzymes may be inhibited by TLCK through non-selectively acting with thiol groups. To prevent proteolytic degradation, TLCK may be employed in protein purification protocols. TLCK has been shown to selectively inactivate clostripain obtained from C. histolyticum. Also TLCK has been observed to inhibit other proteases including plasminogen (plasmin), thrombin, papain and some kinases including PKC. The compound has demonstrated Inhibition of LPS-induced expression of COX-2 in macrophages. TLCK hydrochloride is an inhibitor of trypsin.
Technical Information
Appearance:Off-white
Physical State:Solid
Sequence:Nα-Tosyl-Lys-chloromethylketone⋅HCl
Solubility:Soluble in methanol (50 mg/ml), DMSO (5 mM), water,Stock solutions at concentrations up to 10 mM can be prepared in aqueous buffers with a pH of 6.0 or lower. TLCK is very unstable in buffers with a pH higher then 6 and will decompose rapidly. PBS(pH 7.2) (~5 mg/ml), and DMF (~20 mg/ml).
Storage:Store at -20° C
Melting Point:165 °C (dec.)
Boiling Point:509.8 °C at 760 mmHg
Safety and Reference Information
Transport:UN 3335, Class 9, Packing group III
WGK Germany:3
RTECS:XT5160000
PubChem CID:73093
MDL Number:MFCD00065395
EC Number:224-266-4
SMILES:CC1=CC=C(C=C1)S(=O)(=O)NC(CCCCN)C(=O)CCl.Cl
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
References
1. Urban, M.K., et al. 1979. Biochemistry. 18: 3952-3960. PMID: 486404
2. Jenne, D.E. and Tschopp, J. 1988. Immunol. Rev. 103: 53-71. PMID: 3292396
3. Griscavage, J.M., et al. 1995. Biochem. Biophys. Res. Commun. 215: 721-729. PMID: 7488014
4. Abate, A., et al. 1998. Prostaglandins Other Lipid Mediat. 56: 277-290. PMID: 9990673
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