| Size | Price | |
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| Other Sizes |
| Targets |
As a protected amino acid derivative, H-D-Trp-OMe.HCl does not have a specific pharmacological target. Its primary role is as a chemical building block in peptide synthesis. Upon deprotection, D-tryptophan may interact with tryptophan transporters and enzymes involved in tryptophan metabolism. Tryptophan is a precursor for serotonin, melatonin, and kynurenine. D-tryptophan may also interact with D-amino acid oxidase.
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|---|---|
| ln Vitro |
In vitro studies have shown that amino acid derivatives like H-D-Trp-OMe.HCl influence cellular metabolism and protein synthesis. Research on tryptophan derivatives has demonstrated their effects on cellular processes including neurotransmitter synthesis, immune function, and metabolic pathways. Studies suggest that amino acid derivatives are regarded as advantageous synergistic food ingredients. The D-enantiomer is of particular interest for studying stereospecific effects on serotonin and melatonin synthesis.
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| ln Vivo |
In vivo studies on D-tryptophan derivatives are limited but of growing interest. D-tryptophan has been studied for its potential effects on sleep regulation and mood. Research in rodent models has shown that tryptophan derivatives can influence serotonin synthesis and affect behavior. However, H-D-Trp-OMe.HCl specifically has limited published in vivo data as it is primarily used as a synthetic intermediate.
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| Enzyme Assay |
In vitro enzyme assays for tryptophan derivatives typically involve measuring their interaction with enzymes such as tryptophan hydroxylase or D-amino acid oxidase. A standard protocol involves incubating the compound with the enzyme in appropriate buffer systems at 37°C. The reaction products are analyzed using HPLC or LC-MS. For serotonin receptor binding studies, radioligand binding assays with receptor preparations may be performed.
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| Cell Assay |
In vitro cellular assays for H-D-Trp-OMe.HCl typically employ cell lines such as neuronal cells or immune cells to evaluate the compound's effects on cellular metabolism and neurotransmitter synthesis. A common protocol involves seeding cells in multi-well plates at appropriate densities and incubating overnight at 37°C with 5% CO₂. Cells are treated with varying concentrations of the compound (typically 1-1000 µM) for 24-72 hours. Cell viability is assessed using MTT or CCK-8 assays. Neurotransmitter levels can be measured using ELISA or HPLC.
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| Animal Protocol |
In vivo animal studies with tryptophan derivatives typically utilize rodent models. A standard protocol involves oral administration or intraperitoneal injection of the compound at doses ranging from 10-200 mg/kg body weight. Animals are maintained under standard laboratory conditions. Behavioral testing may be performed to evaluate effects on mood or sleep. Brain tissue is harvested for measurement of serotonin and melatonin levels.
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| ADME/Pharmacokinetics |
H-D-Trp-OMe.HCl is a small molecule with moderate lipophilicity. The methyl ester is susceptible to hydrolysis, releasing the free acid. The hydrochloride salt form enhances aqueous solubility and stability. Following absorption, the compound undergoes ester hydrolysis and normal tryptophan metabolism.
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| Toxicity/Toxicokinetics |
The hydrochloride salt of H-D-Trp-OMe exhibits low toxicity. Acute toxicity is expected to be low. The compound is not considered genotoxic or carcinogenic. Standard laboratory precautions should be observed.
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| References | |
| Additional Infomation |
D-Tyrosine is an optically active form of tyrosine with the D-configuration. It is a metabolite of Escherichia coli. It is a tyrosine and also a D-α-amino acid. It is the conjugate base of D-tyrosinium. It is the conjugate acid of D-tyrosine (1-). It is an enantiomer of L-tyrosine. It is a zwitterion tautomer of D-tyrosine. It is a non-essential amino acid. In animals, it is synthesized from phenylalanine. It is also a precursor to adrenaline, thyroid hormone, and melanin. D-Tyrosine is a metabolite found or produced in Escherichia coli (K12 strain, MG1655 strain). D-Tyrosine has also been reported in Metarhizium anisopliae and Apis cerana, but data on its presence is limited.
H-D-Trp-OMe.HCl is supplied as a solid with ≥98% purity. It should be stored as a powder at -20°C. The product is for research use only and is not approved for human therapeutic applications. |
| Molecular Formula |
C9H11NO3
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|---|---|
| Molecular Weight |
181.1885
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| Exact Mass |
181.073
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| CAS # |
556-02-5
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| Related CAS # |
L-Tyrosine;60-18-4;D-Tyrosine-d4;944386-47-4;D-Tyrosine-d2;1202064-22-9;D-Tyrosine-d7;1426174-46-0
|
| PubChem CID |
71098
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| Appearance |
Off-white to light brown solid powder
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| Density |
1.3±0.1 g/cm3
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| Boiling Point |
385.2±32.0 °C at 760 mmHg
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| Melting Point |
310-314ºC
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| Flash Point |
186.7±25.1 °C
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| Vapour Pressure |
0.0±0.9 mmHg at 25°C
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| Index of Refraction |
1.614
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| LogP |
0.38
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| Hydrogen Bond Donor Count |
3
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| Hydrogen Bond Acceptor Count |
4
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| Rotatable Bond Count |
3
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| Heavy Atom Count |
13
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| Complexity |
176
|
| Defined Atom Stereocenter Count |
1
|
| SMILES |
C1=CC(=CC=C1C[C@H](C(=O)O)N)O
|
| InChi Key |
OUYCCCASQSFEME-MRVPVSSYSA-N
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| InChi Code |
InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m1/s1
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| Chemical Name |
(2R)-2-amino-3-(4-hydroxyphenyl)propanoic acid
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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 |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
|
| Solubility (In Vitro) |
1M HCl : 25 mg/mL (~137.98 mM)
H2O : < 0.1 mg/mL DMSO :< 1 mg/mL |
|---|---|
| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 5.5191 mL | 27.5953 mL | 55.1907 mL | |
| 5 mM | 1.1038 mL | 5.5191 mL | 11.0381 mL | |
| 10 mM | 0.5519 mL | 2.7595 mL | 5.5191 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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