| Size | Price | Stock | Qty |
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| 5mg |
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| 10mg |
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| 50mg | |||
| Other Sizes |
Purity: ≥98%
| Targets |
The primary target of TLCK hydrochloride is serine proteases, particularly trypsin and trypsin-like proteases. It acts as an irreversible inhibitor, alkylating the histidine-46 residue located at the active site of the enzyme. TLCK does not inhibit trypsinogen or complexes of trypsin with trypsin inhibitors. TLCK also blocks NF-κB activation.
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| ln Vitro |
On IFN-γ activity, N-α-Tosyl-L-lysine chloromethyl ketone has an inhibiting effect. It was investigated how TLCK affected HeLa cells' IFN-γ sensitivity in preventing Fas-mediated cell death. Three effectors—anti-Fas, TLCK, and IFN-γ—were simultaneously detected when anti-Fas was present at a lower quantity (10 ng/mL). Cell viability somewhat decreased when TLCK itself was at a 50 μM concentration. Cell viability was found to diminish in a dose-dependent manner over 50 μM. Cell viability is modestly decreased by IFN-γ alone. When anti-Fas (10 ng/mL) was added, cell viability was slightly reduced; however, when TLCK was present, cell viability was more than additively enhanced, especially between 50 and 100 μM. The inclusion of IFN-γ and anti-Fas resulted in a roughly 46% reduction in cell viability. Moreover, the addition of increasing quantities of TLCK (25 μM, etc.) exacerbates the reduction in cell viability [1].
In vitro, TLCK hydrochloride inhibits serine proteinase activity. It irreversibly inhibits trypsin and many trypsin-like proteases. TLCK blocks LPS- or cytokine-induced activation of NF-κB. It sensitizes HeLa cells to Fas-mediated cell death. The compound inhibits mitochondrial damage and cell death. |
| ln Vivo |
In vivo, TLCK hydrochloride is not typically used as a therapeutic agent. It is primarily used as a research tool to study serine protease function and NF-κB signaling. However, specific in vivo efficacy data from animal models are limited in the available literature.
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| Enzyme Assay |
In vitro enzyme or receptor binding assays for TLCK hydrochloride involve measuring its inhibition of serine protease activity. The assay uses a purified serine protease enzyme, such as trypsin, and a chromogenic or fluorogenic substrate. The cleavage of the substrate is measured spectrophotometrically or fluorometrically. The compound is incubated with the enzyme and substrate at varying concentrations to determine the IC50.
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| Cell Assay |
In vitro cell-based assays for TLCK hydrochloride are performed using various cell lines, such as HeLa cells. Cells are treated with the compound, and cell viability, apoptosis, and NF-κB activation are assessed. The compound's effects on mitochondrial function and cell death are evaluated.
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| Animal Protocol |
In vivo animal experiments for TLCK hydrochloride are limited, as it is primarily used as a research tool in vitro. The compound may be used in studies of serine protease function and NF-κB signaling in animal models. However, specific detailed protocols are not well-documented.
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| ADME/Pharmacokinetics |
Pharmacokinetic (PK) properties of TLCK hydrochloride indicate that it has a molecular weight of 369.31 and a molecular formula of C14H22Cl2N2O3S. The CAS number is 4272-74-6. The IUPAC name is (S)-N-(7-Amino-1-chloro-2-oxoheptan-3-yl)-4-methylbenzenesulfonamide hydrochloride. It is a solid with a purity of ≥95%.
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| Toxicity/Toxicokinetics |
Toxicology (toxicology) data for TLCK hydrochloride indicate that it is a reactive compound and should be handled with appropriate safety precautions. It may cause irritation to the skin, eyes, and respiratory tract. The compound is for research use only and not for human therapeutic use.
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| References | |
| Additional Infomation |
Serine endopeptidase inhibitors. As alkylating agents, they are known to interfere with the translation process.
Other information: TLCK hydrochloride is also known as Tosyllysine chloromethyl ketone hydrochloride and N-alpha-Tosyl-L-lysine chloromethyl ketone. It is a serine proteinase inhibitor. The compound is used in research to study serine protease function and NF-κB signaling. Its CAS number is 4272-74-6. |
| Molecular Formula |
C14H22CL2N2O3S
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|---|---|
| Molecular Weight |
333.85408
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| Exact Mass |
368.072
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| CAS # |
4272-74-6
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| Related CAS # |
2364-87-6;4272-74-6 (HCl);
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| PubChem CID |
73093
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| Appearance |
White to off-white solid powder
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| Boiling Point |
509.8ºC at 760 mmHg
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| Melting Point |
-165ºC (dec.)
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| Flash Point |
262.1ºC
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| LogP |
4.552
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| Hydrogen Bond Donor Count |
3
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
9
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| Heavy Atom Count |
22
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| Complexity |
414
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| Defined Atom Stereocenter Count |
1
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| SMILES |
O=S(C1=CC=C(C)C=C1)(N[C@H](C(CCl)=O)CCCCN)=O.Cl
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| InChi Key |
YFCUZWYIPBUQBD-ZOWNYOTGSA-N
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| InChi Code |
InChI=1S/C14H21ClN2O3S.ClH/c1-11-5-7-12(8-6-11)21(19,20)17-13(14(18)10-15)4-2-3-9-16/h5-8,13,17H,2-4,9-10,16H2,1H31H/t13-/m0./s1
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| Chemical Name |
(S)-N-(7-amino-1-chloro-2-oxoheptan-3-yl)-4-methylbenzenesulfonamide hydrochloride
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| Synonyms |
TLCK hydrochloride TLCK HCl Tosyllysine Chloromethyl Ketone hydrochloride
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ~250 mg/mL (~676.94 mM)
H2O : ~100 mg/mL (~270.78 mM) |
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (5.63 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (5.63 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.08 mg/mL (5.63 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.9954 mL | 14.9768 mL | 29.9536 mL | |
| 5 mM | 0.5991 mL | 2.9954 mL | 5.9907 mL | |
| 10 mM | 0.2995 mL | 1.4977 mL | 2.9954 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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