| Tosyllysine Chloromethyl Ketone (hydrochloride)serine proteinases inhibitor |
Sample solution is provided at 25 µL, 10mM.
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- Purity = 98.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
Chemical structure
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| Cas No. | 4272-74-6 | SDF | Download SDF |
| Synonyms | 1-Chloro-3-Toxylamide-7-Amino-L-2-Heptanone,TLCK | ||
| Chemical Name | N-[5-amino-1-(2-chloroacetyl)pentyl]-4-methyl-benzenesulfonamide, monohydrochloride | ||
| Canonical SMILES | CC1=CC=C(S(N[C@@H](CCCCN)C(CCl)=O)(=O)=O)C=C1.Cl | ||
| Formula | C14H21ClN2O3S • HCl | M.Wt | 369.3 |
| Solubility | ≥16.3mg/mL in H2O | Storage | Store at -20°C |
| Shipping Condition | Evaluation sample solution : ship with blue ice.All other available size:ship with RT , or blue ice upon request | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. | ||
Tosyllysine Chloromethyl Ketone (hydrochloride) is a protease inhibitor [1][2][3].
L-1-chloro-3-[4-tosylamido]-7-amino-2-heptanone-HCl (TLCK) is a protease inhibitor. TLCK is an active site-directed agent that inhibits serine proteinases with trypsin-like activity. TLCK also interacts non-selectively with thiol groups and thereby inhibits cysteine proteinases and other enzymes. In LPS-activated rat alveolar macrophages, TLCK at 1-100 μM inhibited NOx- accumulation and inducible iNOS expression in a concentration-dependent way [1]. To prevent proteolytic degradation, TLCK may be used in protein purification protocols [2]. TLCK significantly increased the cytotoxic activity of C. histolyticum supernatant towards human epithelial HeLa cells probably by hindering natural defence mechanisms of cells. 30 min incubation with bacterial supernatant increased toxicity in both concentrations (200 and 1000 μM) from 18 ± 3% to 39 ± 3% and 57 ± 8%, respectively. TLCK also blocked clostripain enzymatic activity obtained from C. histolyticum. So TLCK might be used to treat diseases complicated by concurrent C. histolyticum infection [3].
References:[1]. Griscavage JM, Wilk S, Ignarro LJ. 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. 1995 Oct 13;215(2):721-9.[2]. Urban MK, Franklin SG, Zweidler A. Isolation and characterization of the histone variants in chicken erythrocytes. Biochemistry. 1979 Sep 4;18(18):3952-60.[3]. Józwiak, J.,Komar, A.,Jankowska, E., et al. Determination of the cytotoxic effect of Clostridiumhistolyticum culture supernatant on HeLa cells in the presence of protease inhibitors. FEMS Immunology & Medical Microbiology 45(2):137-42 (2005).
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