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| Targets |
Fmoc-Ser-OMe does not have a specific pharmacological target as it is a protected amino acid derivative used as a synthetic intermediate. Its function is to serve as a building block for the synthesis of peptides and peptide-like molecules. The Fmoc protecting group is used to selectively protect the amine functionality during peptide synthesis, allowing for the controlled assembly of peptide chains. The methyl ester protecting group protects the carboxylic acid, allowing for selective deprotection and functionalization. Serine is a polar amino acid that plays important roles in protein structure and function.
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| ln Vitro |
In vitro, Fmoc-Ser-OMe is used as a synthetic intermediate in peptide synthesis. The compound is used to incorporate serine into peptides and peptide-like molecules using solid-phase peptide synthesis (SPPS). In SPPS, the compound is coupled to a resin-bound peptide chain using standard coupling reagents such as HATU, HOBt, or DIC. The Fmoc protecting group is removed using piperidine to expose the amine for the next coupling step. The methyl ester protecting group can be removed by hydrolysis. Serine-containing peptides are important for various biological functions and are used in drug discovery and chemical biology.
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| ln Vivo |
Fmoc-Ser-OMe is not used as a therapeutic agent but as a synthetic intermediate for the preparation of peptide-based compounds. The compound itself is not biologically active and is used solely as a chemical building block. The compound may be used in the synthesis of peptide drugs or chemical probes that contain serine residues. Serine is an important amino acid that is involved in various biological processes including protein phosphorylation, enzyme catalysis, and protein-protein interactions. However, Fmoc-Ser-OMe is a protected precursor that requires deprotection to yield the active peptide.
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| Enzyme Assay |
In vitro synthetic procedures using Fmoc-Ser-OMe typically involve solid-phase peptide synthesis techniques. The compound is dissolved in appropriate solvents such as DMF or NMP for coupling reactions. In SPPS, the compound is activated using coupling reagents such as HATU, HOBt, or DIC and coupled to resin-bound peptides. The Fmoc protecting group is removed using 20% piperidine in DMF. The methyl ester protecting group is typically removed by hydrolysis using base such as NaOH or LiOH. The compound's purity and identity are confirmed by HPLC and mass spectrometry.
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| Cell Assay |
Cell-based assays using Fmoc-Ser-OMe are not typical as the compound is a synthetic intermediate rather than a bioactive molecule. However, the compound may be used to synthesize peptides that are tested in cell-based assays. The compound itself would not be expected to have significant biological activity due to the presence of the protecting groups. For studies involving serine-containing peptides, the protected compound would be used in peptide synthesis, and the final peptide would be deprotected before testing.
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| Animal Protocol |
In vivo animal experiments using Fmoc-Ser-OMe are not typical as the compound is a synthetic intermediate rather than a therapeutic agent. The compound may be used in the synthesis of peptide-based drugs that are subsequently tested in animal models. The compound itself is not administered to animals for therapeutic purposes. Its role is limited to chemical synthesis and drug discovery.
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| ADME/Pharmacokinetics |
Fmoc-Ser-OMe has a molecular weight of 341.36 g/mol and the formula C19H19NO5. The compound is soluble in organic solvents such as DMF, NMP, and DCM. For long-term storage, the compound is kept at -20°C in a dry place, protected from moisture. The compound is stable under normal storage conditions. The Fmoc protecting group can be removed under basic conditions (piperidine), and the methyl ester can be removed by hydrolysis.
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| Toxicity/Toxicokinetics |
The toxicity of Fmoc-Ser-OMe has not been extensively characterized as the compound is a synthetic intermediate rather than a therapeutic agent. The compound is intended for research use only and is not for human use. Standard laboratory safety precautions should be followed when handling the compound, including the use of gloves and eye protection. The compound may cause irritation to skin, eyes, and respiratory tract upon contact.
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| Additional Infomation |
Fmoc-Ser-OMe (CAS 82911-78-2) is a protected amino acid derivative used in peptide synthesis. It has the molecular formula C19H19NO5 and a molecular weight of 341.36 g/mol. The compound contains a 9-fluorenylmethyloxycarbonyl (Fmoc) protecting group on the amino group and a methyl ester protecting group on the carboxylic acid. The side-chain hydroxyl group remains free. Fmoc-Ser-OMe is used as a building block for the incorporation of serine into peptides and peptide-like molecules. It is involved in the synthesis of chlorophyll-amino acid conjugates and can act as a chromo/fluorophore-modified protein. The compound is intended for research use only.
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| Molecular Formula |
C19H19NO5
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|---|---|
| Molecular Weight |
341.35786
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| Exact Mass |
341.126
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| CAS # |
82911-78-2
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| PubChem CID |
7020783
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| Appearance |
White to off-white solid powder
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| Density |
1.3±0.1 g/cm3
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| Boiling Point |
579.4±45.0 °C at 760 mmHg
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| Flash Point |
304.2±28.7 °C
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| Vapour Pressure |
0.0±1.7 mmHg at 25°C
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| Index of Refraction |
1.595
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| LogP |
3.25
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
7
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| Heavy Atom Count |
25
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| Complexity |
460
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| Defined Atom Stereocenter Count |
1
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| SMILES |
C(C1C2C=CC=CC=2C2C=CC=CC1=2)OC(=O)N[C@@H](CO)C(=O)OC
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| InChi Key |
QQQVLIVWQMWACQ-KRWDZBQOSA-N
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| InChi Code |
InChI=1S/C19H19NO5/c1-24-18(22)17(10-21)20-19(23)25-11-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,16-17,21H,10-11H2,1H3,(H,20,23)/t17-/m0/s1
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| Chemical Name |
methyl (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxypropanoate
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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 | 2.9295 mL | 14.6473 mL | 29.2946 mL | |
| 5 mM | 0.5859 mL | 2.9295 mL | 5.8589 mL | |
| 10 mM | 0.2929 mL | 1.4647 mL | 2.9295 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.