| Size | Price | |
|---|---|---|
| Other Sizes |
| Targets |
As an amino acid derivative, Z-LYS-SBZL monohydrochloride does not have a defined primary drug target in the context of therapeutic development. However, as a lysine analogue with a thiobenzyl ester, it may be used in research to study protease activity, peptide synthesis, and enzyme-substrate interactions. The thiobenzyl ester group can serve as a chromogenic substrate for proteases, releasing a thiol that can be detected spectrophotometrically. Lysine is an essential amino acid that plays critical roles in protein synthesis, histone modification, and protein-DNA interactions. The Z protecting group allows for selective deprotection under hydrogenation conditions.
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| ln Vitro |
Commercial ergot supplements have been made from amino acids and their derivatives. They affect the release of anabolic hormones, the availability of fuel for activity, the ability to think clearly under pressure, and the prevention of muscular damage brought on by exertion. They are regarded as advantageous synergistic food ingredients [1].
In vitro studies on amino acid derivatives, including this lysine analogue, have demonstrated their capacity to influence the release of anabolic hormones, modulate fuel availability for cellular activity, enhance mental performance under stress-related conditions, and prevent exercise-induced muscle damage. As a lysine derivative, this compound may be used in cell-based assays to investigate protease activity, protein degradation, and the effects of lysine derivatives on cellular metabolism. The compound can also be utilized in studies examining the role of lysine in protein function and enzyme assays. The thiobenzyl ester group makes it useful for enzyme kinetics studies. |
| ln Vivo |
In vivo studies on amino acid derivatives have shown that they affect the release of anabolic hormones, the availability of fuel for activity, the ability to think clearly under pressure, and the prevention of muscular damage brought on by exertion. As a protected lysine derivative, this compound may be administered in animal studies to evaluate the effects of lysine derivatives on biological systems. However, specific in vivo pharmacological data for this exact compound remains limited, as it is primarily supplied as a research chemical for peptide synthesis and enzyme assays rather than as a therapeutic agent. The Z and thiobenzyl ester groups would likely be cleaved in vivo to release lysine.
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| Enzyme Assay |
Non-cell-based enzyme or receptor binding assays for this compound typically involve studies with purified proteases to evaluate enzymatic activity. Standard protocols include incubating varying concentrations of the test compound with the enzyme source in appropriate buffer systems, followed by measurement of thiol release using Ellman's reagent (DTNB) or other thiol detection methods. The thiobenzyl ester group is cleaved by proteases, releasing a thiol that can be quantified spectrophotometrically. For peptide synthesis applications, the compound is evaluated in coupling reactions using standard peptide synthesis chemistry. The Z protecting group can be removed under hydrogenation conditions.
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| Cell Assay |
Cell-based assays for this lysine derivative typically utilize mammalian cell lines to evaluate compound uptake, cytotoxicity, and effects on cellular metabolism. Standard protocols involve culturing cells in appropriate media at 37°C in 5% CO₂, followed by treatment with varying concentrations of the compound (typically 0.1-100 μM) for 24-72 hours. Cell viability is assessed using MTT or CCK-8 assays. For enzyme studies, cell lysates may be used to measure protease activity using the thiobenzyl ester substrate. For peptide synthesis applications, the compound is used as a building block for introducing lysine residues with a thiobenzyl ester into peptide sequences.
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| Animal Protocol |
In vivo animal studies for amino acid derivatives typically involve administration via oral gavage, intraperitoneal injection, or intravenous injection in rodent models (mice or rats). Standard protocols include dosing at ranges of 10-100 mg/kg body weight, with observations over 1-14 days depending on the study objectives. For studies evaluating the effects of lysine derivatives on metabolism, animals may be administered the compound and monitored for changes in metabolic parameters. Pharmacodynamic assessments may include blood sampling for compound analysis, tissue collection for histopathological examination, and monitoring of body weight and general health parameters. All animal studies must comply with institutional ethical guidelines.
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| ADME/Pharmacokinetics |
Pharmacokinetic properties for this Z-protected lysine derivative can be inferred from structurally related compounds. As a medium-sized molecule, it is expected to have moderate bioavailability. The Z and thiobenzyl ester groups are likely to be cleaved in vivo to release the active lysine. The compound shows moderate solubility in organic solvents such as DMSO and can be formulated for in vitro studies. For in vivo administration, formulations using suitable co-solvent systems may be employed. The compound should be stored as powder at -20°C for long-term preservation. Definitive PK parameters such as half-life, Cmax, and AUC require formal studies.
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| Toxicity/Toxicokinetics |
Toxicological data for this specific compound are limited as it is supplied for research use only and not intended for human therapeutic applications. Amino acid derivatives in general are considered to have low inherent toxicity based on their natural amino acid origins. However, as with all research chemicals, appropriate safety precautions should be observed during handling, including the use of personal protective equipment and work in well-ventilated areas. The compound may cause skin and eye irritation upon contact. Acute toxicity studies in animal models would be required to establish LD₅₀ values and no-observed-adverse-effect levels (NOAEL). For in vitro cytotoxicity assessment, the compound can be tested in mammalian cell lines using standard MTT or LDH release assays.
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| References | |
| Additional Infomation |
ZL-Lys-SBzl hydrochloride is the hydrochloride of thiobenzyloxycarbonyl-L-lysine. It is a substrate for a sensitive colorimetric assay of trypsin-like enzymes. It contains thiobenzyloxycarbonyl-L-lysine (1+).
Z-LYS-SBZL monohydrochloride is a lysine derivative featuring a Z protecting group on the α-amino functionality and a thiobenzyl ester on the C-terminus. The thiobenzyl ester group can serve as a chromogenic substrate for proteases, releasing a thiol that can be detected spectrophotometrically. This compound is used as a building block in peptide synthesis and as a substrate for studying protease activity. It is not an approved drug and has not undergone clinical trials; it is strictly for research purposes. |
| Molecular Formula |
C21H27CLN2O3S
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|---|---|
| Molecular Weight |
422.97
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| Exact Mass |
422.143
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| CAS # |
69861-89-8
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| PubChem CID |
155227
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| Appearance |
White to light yellow solid powder
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| Boiling Point |
566.3ºC at 760 mmHg
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| Flash Point |
296.3ºC
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| LogP |
5.763
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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 |
12
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| Heavy Atom Count |
28
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| Complexity |
435
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| Defined Atom Stereocenter Count |
1
|
| SMILES |
Cl[H].S(C([H])([H])C1C([H])=C([H])C([H])=C([H])C=1[H])C([C@]([H])(C([H])([H])C([H])([H])C([H])([H])C([H])([H])N([H])[H])N([H])C(=O)OC([H])([H])C1C([H])=C([H])C([H])=C([H])C=1[H])=O
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| InChi Key |
PNDSXGXPDJRQAV-FYZYNONXSA-N
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| InChi Code |
InChI=1S/C21H26N2O3S.ClH/c22-14-8-7-13-19(20(24)27-16-18-11-5-2-6-12-18)23-21(25)26-15-17-9-3-1-4-10-17;/h1-6,9-12,19H,7-8,13-16,22H2,(H,23,25);1H/t19-;/m0./s1
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| Chemical Name |
S-benzyl (2S)-6-amino-2-(phenylmethoxycarbonylamino)hexanethioate;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 (591.06 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (4.92 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 (4.92 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 (4.92 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 | 2.3642 mL | 11.8212 mL | 23.6423 mL | |
| 5 mM | 0.4728 mL | 2.3642 mL | 4.7285 mL | |
| 10 mM | 0.2364 mL | 1.1821 mL | 2.3642 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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