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| Other Sizes |
| Targets |
As a protected tyrosine derivative, H-Tyr-Oet·HCl does not have a specific biological target. Its primary utility is as a chemical building block in organic synthesis, particularly in peptide chemistry. The compound serves as a protected tyrosine unit that can be incorporated into peptide chains while the ethyl ester protects the C-terminus from unwanted reactions. Tyrosine is involved in many biological processes, including neurotransmitter synthesis and hormone production, but in its protected form, the compound is not designed to interact with biological receptors or enzymes. Its value lies in its chemical properties as a synthetic intermediate, enabling the construction of complex peptides and pharmaceutical compounds.
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| ln Vitro |
H-Tyr-Oet·HCl does not exhibit pharmacological activity in vitro. As a protected amino acid ester, it is a synthetic intermediate rather than a bioactive compound. In vitro studies using this compound focus on its chemical reactivity, such as its use in peptide bond formation reactions, rather than assessments of pharmacological activity. The compound may be used as a substrate in enzymatic assays to study esterase activity, as the ethyl ester can be cleaved by certain hydrolases. However, these are analytical applications rather than pharmacological assessments. The compound does not bind to receptors, inhibit enzymes, or produce cytotoxic effects in cell-based assays at concentrations typically used for synthesis. It is used as a dehydroepiandrosterone sulfate acceptor.
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| ln Vivo |
H-Tyr-Oet·HCl is not a pharmacologically active compound and therefore does not have defined in vivo activity as a drug. When administered to animals, the compound would likely be hydrolyzed by esterases to release tyrosine, which would then enter normal metabolic pathways. The ethyl ester may provide enhanced lipophilicity compared to free tyrosine, potentially improving membrane permeability and oral absorption. However, the compound is not used therapeutically, and its in vivo effects would be limited to those of the released tyrosine, which is a non-essential amino acid involved in protein synthesis, neurotransmitter production, and hormone synthesis. Its primary value remains in synthetic chemistry.
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| Enzyme Assay |
In vitro enzyme assays for H-Tyr-Oet·HCl are typically designed to study esterase or protease activity. A standard protocol involves incubating the compound with an enzyme preparation, such as plasma, tissue homogenates, or purified carboxylesterases, in a suitable buffer at physiological pH and temperature. The hydrolysis of the ethyl ester releases tyrosine and ethanol, which can be quantified by HPLC, GC, or mass spectrometry. Alternatively, the decrease in substrate concentration can be monitored. The reaction is initiated by addition of the substrate, and the initial velocity is measured over time. These assays are used to characterize the substrate specificity of esterases, to screen for enzyme inhibitors, or to evaluate the stability of ethyl ester protecting groups in biological matrices.
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| Cell Assay |
In vitro cellular assays using H-Tyr-Oet·HCl are limited due to the compound's role as a synthetic intermediate rather than a bioactive molecule. However, it can be used in cell culture studies to investigate the intracellular delivery of tyrosine via ester hydrolysis. Cells are cultured in media supplemented with the compound, and cellular uptake, ester hydrolysis, and tyrosine release are monitored. The effects of increased intracellular tyrosine on cellular metabolism, protein synthesis, or neurotransmitter production can be assessed. These experiments are typically conducted in cell lines such as neurons or hepatocytes, and endpoints are measured using biochemical assays or mass spectrometry. The compound's ability to penetrate cell membranes may be enhanced by the lipophilic ethyl ester group, making it useful for studying tyrosine's intracellular functions.
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| Animal Protocol |
In vivo animal studies with H-Tyr-Oet·HCl are primarily conducted in the context of nutritional or metabolic research. A typical protocol involves oral or intraperitoneal administration of the compound to rodents at doses ranging from 10 to 500 mg/kg. Blood samples are collected at various time points to measure tyrosine and ethanol levels, allowing assessment of the compound's absorption, hydrolysis, and pharmacokinetics. The compound's ability to elevate plasma tyrosine concentrations and its effects on tyrosine metabolism, neurotransmitter synthesis, or hormone production may be evaluated. These studies help to understand the bioavailability of amino acid esters and their utility as tyrosine delivery agents for nutritional supplementation or metabolic research.
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| ADME/Pharmacokinetics |
As a tyrosine ethyl ester, H-Tyr-Oet·HCl is expected to be absorbed after oral administration, although detailed pharmacokinetic data are not well-documented. The compound is likely hydrolyzed by esterases in the gastrointestinal tract, liver, and plasma to release tyrosine and ethanol. The ethyl ester may enhance lipophilicity and membrane permeability compared to free tyrosine, potentially improving oral bioavailability. Following hydrolysis, tyrosine enters the endogenous amino acid pool and is distributed throughout the body via the circulation. Tyrosine is metabolized through various pathways, including conversion to catecholamines, thyroid hormones, and melanin. The pharmacokinetic profile of the compound is primarily determined by the rate of ester hydrolysis and the subsequent metabolism of tyrosine. The compound has a melting point of 134-136°C.
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| Toxicity/Toxicokinetics |
The hydrochloride salt of tyrosine ethyl ester is generally considered to have low toxicity, consistent with its use as a chemical reagent and its metabolic conversion to the non-essential amino acid tyrosine. Acute toxicity is expected to be minimal, as tyrosine has a very low toxicity profile. However, the compound may cause irritation upon contact with skin, eyes, or mucous membranes due to its acidic nature. Inhalation of the powder may cause respiratory irritation. The compound is not classified as a carcinogen, mutagen, or reproductive toxicant. Standard laboratory safety precautions, including the use of personal protective equipment, are recommended. No significant systemic toxicity is anticipated at typical research doses, as the compound is rapidly metabolized to tyrosine and ethanol.
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| References | |
| Additional Infomation |
L-Tyrosine methyl ester is a methyl ester of L-tyrosine; it is both a methyl ester and an L-tyrosine ester.
L-Tyrosine ethyl ester hydrochloride (H-Tyr-Oet·HCl, CAS 1080-06-4) is a protected amino acid derivative used as a building block in peptide synthesis. Its chemical formula is C₁₁H₁₅NO₃ and molecular weight is 209.24. The compound appears as a white solid powder. The ethyl ester provides acid-labile protection for the carboxyl group that can be selectively removed under mild basic conditions. It is intended for research use only and is not for human therapeutic applications. The compound is typically stored at -20°C for long-term stability. |
| Molecular Formula |
C10H13NO3
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|---|---|
| Molecular Weight |
195.2151
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| Exact Mass |
195.089
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| CAS # |
1080-06-4
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| PubChem CID |
70652
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| Appearance |
White to off-white solid powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
330.0±27.0 °C at 760 mmHg
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| Melting Point |
134-136 °C(lit.)
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| Flash Point |
153.4±23.7 °C
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| Vapour Pressure |
0.0±0.7 mmHg at 25°C
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| Index of Refraction |
1.561
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| LogP |
0.53
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
4
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| Rotatable Bond Count |
4
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| Heavy Atom Count |
14
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| Complexity |
188
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| Defined Atom Stereocenter Count |
1
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| SMILES |
COC(=O)[C@H](CC1=CC=C(C=C1)O)N
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| InChi Key |
MWZPENIJLUWBSY-VIFPVBQESA-N
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| InChi Code |
InChI=1S/C10H13NO3/c1-14-10(13)9(11)6-7-2-4-8(12)5-3-7/h2-5,9,12H,6,11H2,1H3/t9-/m0/s1
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| Chemical Name |
methyl (2S)-2-amino-3-(4-hydroxyphenyl)propanoate
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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 : ~100 mg/mL (~512.24 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (12.81 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 25.0 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: ≥ 2.5 mg/mL (12.81 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 25.0 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: ≥ 2.5 mg/mL (12.81 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 | 5.1224 mL | 25.6121 mL | 51.2243 mL | |
| 5 mM | 1.0245 mL | 5.1224 mL | 10.2449 mL | |
| 10 mM | 0.5122 mL | 2.5612 mL | 5.1224 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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