C5839-100mg | Tosyllysine Chloromethyl Ketone (hydrochloride) [4272

Background

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 Clostridium
histolyticum culture supernatant on HeLa cells in the presence of protease inhibitors. FEMS Immunology & Medical Microbiology 45(2):137-42 (2005).

Chemical Properties

Storage	Store at -20°C
M.Wt	369.3
Cas No.	4272-74-6
Formula	C₁₄H₂₁ClN₂O₃S·HCl
Synonyms	1-Chloro-3-Toxylamide-7-Amino-L-2-Heptanone,TLCK
Solubility	insoluble in EtOH; ≥16.3 mg/mL in H2O; ≥21.3 mg/mL in DMSO
Chemical Name	N-[5-amino-1-(2-chloroacetyl)pentyl]-4-methyl-benzenesulfonamide, monohydrochloride
SDF	Download SDF
Canonical SMILES	CC1=CC=C(S(N[C@@H](CCCCN)C(CCl)=O)(=O)=O)C=C1.Cl
Shipping Condition	Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips	We do not recommend long-term storage for the solution, please use it up soon.

Quality Control

Purity = 98.00%

COA (Certificate Of Analysis)
MSDS (Material Safety Data Sheet)

Chemical structure

Tosyllysine Chloromethyl Ketone (hydrochloride)

Tosyllysine Chloromethyl Ketone (hydrochloride) [4272-74-6]

Cat# C5839-100mg

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Brand : ApexBio Technology

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Background

Chemical Properties

Quality Control

Chemical structure

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