TLCK hydrochloride An inhibitor of trypsin-like serine proteases

TLCK hydrochloride (CAS 4238-41-9)

TLCK hydrochloride | CAS 4238-41-9 is rated 5.0 out of 5 by 1.
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Synonym: Tosyllysine Chloromethyl Ketone Hydrochloride;Nalpha-Tosyllysine-chloromethylketone . HCl
Application: An inhibitor of trypsin-like serine proteases
CAS Number: 4238-41-9
Purity: ≥95%
Molecular Weight: 369.3
Molecular Formula: C14H21ClN2O3S•HCl
* Refer to Certificate of Analysis for lot specific data (including water content).
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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 interactions 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.


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

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 :
160-161° C
Boiling Point :
509.8° C at 760 mmHg
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
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)N[C@@H](CCCCN)C(=O)CCl.Cl

Download SDS (MSDS)

Certificate of Analysis

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TLCK hydrochloride  Product Citations

See how others have used TLCK hydrochloride. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 24973403  Moon, HG. et al. 2014. American journal of physiology. Lung cellular and molecular physiology. 307: L326-37.

Citations 1 to 1 of 1 total

How long do you recommend storing a stock solution?

Asked by: chemicalsmg
Thank you for your question. We do not recommend storing the aqueous solution for more than one day. If you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com, or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2017-01-12
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Rated 5 out of 5 by from Voight Voight, J. et al. (PubMed 25939325) found that TLCK hydrochloride, a protease inhibitor, caused necrotic cell death in Chllamydomonas reinhardtii by inducing the generation of reactive oxygen species. -SCBT Publication Review
Date published: 2015-07-10
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