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| Other Sizes |
| Targets |
H-Ser(Bzl)-OH is classified as a protected amino acid and serine analogue. It does not have a specific biological receptor target. Its primary application is as a building block in peptide synthesis for introducing serine residues with side-chain benzyl ether protection. The benzyl group protects the hydroxyl from unwanted reactions during chain assembly and can be removed by hydrogenolysis.
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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 activity for H-Ser(Bzl)-OH is primarily as a peptide synthesis reagent. Amino acids and amino acid derivatives have been commercially used as ergogenic supplements. They influence the secretion of anabolic hormones, supply of fuel during exercise, mental performance during stress-related tasks and prevent exercise-induced muscle damage. H-Ser(Bzl)-OH itself is not directly biologically active; its utility is in preparing serine-containing peptides for subsequent biological evaluation. |
| ln Vivo |
In vivo activity data for H-Ser(Bzl)-OH as a standalone compound is not applicable. It is a protected amino acid used exclusively as a research building block and is not intended for direct in vivo administration. Peptides synthesized using this building block may be evaluated in animal models for various biological activities after the benzyl protecting group is removed by hydrogenolysis.
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| Enzyme Assay |
In vitro SPPS protocols for H-Ser(Bzl)-OH involve standard peptide synthesis chemistry. The compound is activated with coupling reagents such as HATU or HBTU and DIPEA in DMF, then coupled to a growing peptide chain. The benzyl ether is removed by hydrogenolysis over Pd/C. Purity is typically ≥98%.
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| Cell Assay |
Cell-based protocols are not directly applicable to H-Ser(Bzl)-OH as it is a protected amino acid derivative and not typically used in cell culture. Serine-containing peptides synthesized using this reagent can be tested in cell culture after deprotection and purification. Peptides are dissolved in DMSO or appropriate buffers and added to cells at concentrations of 0.1-100 µM for 24-72 hours.
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| Animal Protocol |
Animal studies with H-Ser(Bzl)-OH are not conducted directly. Peptides containing serine residues synthesized using this building block may be evaluated in vivo. Protocols involve administration of the peptide via appropriate routes in animal models. Pharmacokinetic sampling, efficacy assessment, and toxicological evaluation follow standard preclinical study designs.
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| ADME/Pharmacokinetics |
Pharmacokinetic data for H-Ser(Bzl)-OH as a standalone compound is not applicable. The compound has a molecular weight of 195.22 g/mol, formula C10H13NO3, and CAS number 4726-96-9. Melting point is 225-228°C. Optical rotation is +22 to +27° (c=2 in 2M HCl). Storage is recommended at room temperature.
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| Toxicity/Toxicokinetics |
Limited toxicological data is available for H-Ser(Bzl)-OH. The compound is for research use only and is not intended for human therapeutic use. Standard safety precautions for handling protected amino acids should be observed. No specific toxicity studies have been reported.
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| References | |
| Additional Infomation |
O-Benzyl-L-serine is an L-α-amino acid.
H-Ser(Bzl)-OH (CAS#: 4726-96-9) is also known as O-Benzyl-L-serine, (S)-2-amino-3-(benzyloxy)propanoic acid, and L-Serine benzyl ether. Its molecular formula is C10H13NO3. It is a protected serine building block used in peptide synthesis. It has no approved therapeutic indications. |
| Molecular Formula |
C10H13NO3
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|---|---|
| Molecular Weight |
195.21512
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| Exact Mass |
195.089
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| CAS # |
4726-96-9
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| Related CAS # |
30916-68-8
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| PubChem CID |
78457
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| Appearance |
White to off-white powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
359.1±37.0 °C at 760 mmHg
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| Melting Point |
-227ºC (dec.)
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| Flash Point |
170.9±26.5 °C
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| Vapour Pressure |
0.0±0.8 mmHg at 25°C
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| Index of Refraction |
1.560
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| LogP |
1.72
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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 |
5
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| Heavy Atom Count |
14
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| Complexity |
178
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| Defined Atom Stereocenter Count |
1
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| SMILES |
C1=CC=C(C=C1)COC[C@@H](C(=O)O)N
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| InChi Key |
IDGQXGPQOGUGIX-VIFPVBQESA-N
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| InChi Code |
InChI=1S/C10H13NO3/c11-9(10(12)13)7-14-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1
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| Chemical Name |
(2S)-2-amino-3-phenylmethoxypropanoic acid
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| Synonyms |
H-Ser(Bzl)-OH; O-Benzyl-L-serine
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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)
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| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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| 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 | 5.1224 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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