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Fmoc-Ser-OMe

Cat No.:V43447 Purity: ≥98%
Fmoc-Ser-OMe (Fmoc-L-Ser-OMe) is a hydroxyl-amino acid (AA) protected by 9-fluorenylmethyloxycarbonyl (Fmoc).
Fmoc-Ser-OMe
Fmoc-Ser-OMe Chemical Structure CAS No.: 82911-78-2
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Fmoc-Ser-OMe (Fmoc-L-Ser-OMe) is a hydroxyl-amino acid (AA) protected by 9-fluorenylmethyloxycarbonyl (Fmoc). Fmoc-Ser-OMe participates in the preparation /synthesis of chlorophyll-amino acid (AA) couplings and becomes a dye/fluorophore-modified protein that can effectively emit near-infrared light and visible light. Fmoc-Ser-OMe glycosylates as an ethanol acceptor to form linked glycopeptides associated with small mucins.
Fmoc-Ser-OMe (Fmoc-L-serine methyl ester) 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.
Biological Activity I Assay Protocols (From Reference)
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.
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.
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.
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.
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.
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.
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.
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.
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.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H19NO5
Molecular Weight
341.35786
Exact Mass
341.126
CAS #
82911-78-2
PubChem CID
7020783
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
579.4±45.0 °C at 760 mmHg
Flash Point
304.2±28.7 °C
Vapour Pressure
0.0±1.7 mmHg at 25°C
Index of Refraction
1.595
LogP
3.25
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
7
Heavy Atom Count
25
Complexity
460
Defined Atom Stereocenter Count
1
SMILES
C(C1C2C=CC=CC=2C2C=CC=CC1=2)OC(=O)N[C@@H](CO)C(=O)OC
InChi Key
QQQVLIVWQMWACQ-KRWDZBQOSA-N
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
Chemical Name
methyl (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxypropanoate
HS Tariff Code
2934.99.9001
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 Data
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
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
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*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 : PEG300Tween 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).
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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)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL 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).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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