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Fmoc-Phe(3-Me)-OH

Cat No.:V44081 Purity: ≥98%
Fmoc-Phe(3-Me)-OH is an Fmoc-protected phenylalanine analogue.
Fmoc-Phe(3-Me)-OH
Fmoc-Phe(3-Me)-OH Chemical Structure CAS No.: 211637-74-0
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
Other Sizes
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Product Description
Fmoc-Phe(3-Me)-OH is an Fmoc-protected phenylalanine analogue.
Fmoc-Phe(3-Me)-OH (CAS: 211637-74-0) is an Fmoc (9-fluorenylmethoxycarbonyl)-protected phenylalanine analogue, specifically a derivative of 3-methyl-L-phenylalanine. With the molecular formula C25H23NO4 and molecular weight 401.45, it is a white to off-white solid powder. This compound belongs to the class of Fmoc-protected amino acids, which are fundamental building blocks in solid-phase peptide synthesis (SPPS). The presence of the methyl group at the 3-position of the phenyl ring introduces steric hindrance and alters the electronic properties of the phenylalanine side chain. Fmoc-Phe(3-Me)-OH is used in the preparation/synthesis of peptides and peptide-based compounds, particularly for studying structure-activity relationships and developing peptides with enhanced stability, bioactivity, or altered pharmacological profiles. The compound is also utilized in the formation of biofunctional hydrogel materials through the self-assembly of peptide derivatives, forming supramolecular nanostructures and their three-dimensional networks in aqueous media. Purity is typically ≥98%.
Biological Activity I Assay Protocols (From Reference)
Targets
As a protected amino acid building block, Fmoc-Phe(3-Me)-OH does not have a direct biological target. Its utility lies in its role as a synthetic intermediate for the preparation of peptides and peptide-based compounds. When incorporated into peptides, the 3-methylphenylalanine residue (a non-proteinogenic amino acid) can influence peptide conformation, stability, receptor binding affinity, and biological activity. The methyl group at the 3-position of the phenyl ring can modulate hydrophobic interactions and steric complementarity with target binding sites, potentially improving potency or selectivity. The Fmoc protecting group safeguards the amino group during peptide synthesis and can be removed under mild basic conditions (e.g., piperidine) to allow further coupling reactions. The compound is a valuable tool for medicinal chemistry and structure-activity relationship studies.
ln Vitro
As a synthetic building block, Fmoc-Phe(3-Me)-OH does not have direct in vitro biological activity. Its value is in peptide synthesis and medicinal chemistry. The compound's in vitro activity would be evaluated indirectly through the biological activity of peptides or compounds containing the 3-methylphenylalanine residue. Researchers use this building block to incorporate non-natural amino acids into peptides to modulate their properties, such as enhancing proteolytic stability, improving membrane permeability, or optimizing target engagement. The compound itself is not tested in biological assays but is used as a reagent in chemical synthesis.
ln Vivo
As a synthetic building block, Fmoc-Phe(3-Me)-OH does not have in vivo biological activity. Its value is in peptide synthesis and medicinal chemistry. The compound is not intended for administration to animals or humans. Its biological relevance is indirect, through the peptides or compounds that are synthesized using it. These final products may have in vivo activity depending on their design and target. The compound itself is a chemical reagent used in research and development.
Enzyme Assay
In vitro enzyme/receptor binding assays are not applicable to Fmoc-Phe(3-Me)-OH as it is a synthetic building block with no direct biological activity. The compound is characterized by chemical analysis methods such as HPLC for purity assessment (≥98%), NMR for structural confirmation, and optical rotation for enantiomeric purity. Its physicochemical properties, including density (1.3±0.1 g/cm³), boiling point (628.6±55.0 °C), melting point (130 °C), and logP (5.87), are determined by standard chemical characterization techniques. No enzyme or receptor binding studies have been reported or are relevant for this compound.
Cell Assay
Cell culture experiments are not applicable to Fmoc-Phe(3-Me)-OH as it is a synthetic building block with no direct biological activity. The compound is used in chemical synthesis and is not intended for cell-based assays. Researchers using this compound should focus on its chemical properties and synthetic applications rather than cell-based studies. The compound should be handled with appropriate safety precautions as a chemical reagent.
Animal Protocol
In vivo animal experiments are not applicable to Fmoc-Phe(3-Me)-OH as it is a synthetic building block rather than a therapeutic agent. The compound is not intended for administration to animals. Its biological relevance is indirect, through the peptides or compounds that are synthesized using it. The compound itself is a chemical reagent used in research and development. Researchers should not attempt in vivo administration of this compound.
ADME/Pharmacokinetics
Pharmacokinetic properties are not applicable to Fmoc-Phe(3-Me)-OH as it is a synthetic building block rather than a therapeutic agent. The compound is not intended for administration to animals or humans. Its physicochemical properties include molecular weight 401.45, molecular formula C25H23NO4, and logP 5.87. The compound is a white to off-white solid powder and may dissolve in DMSO. Storage: powder at -20°C for 3 years or 4°C for 2 years; in solvent at -80°C for 6 months or -20°C for 1 month. These properties are relevant for chemical synthesis rather than pharmacokinetics.
Toxicity/Toxicokinetics
Toxicology data are not applicable to Fmoc-Phe(3-Me)-OH as it is a synthetic building block rather than a therapeutic agent. The compound is not intended for human use, and comprehensive toxicology studies have not been conducted. The compound should be handled with appropriate safety precautions as a chemical reagent. Standard laboratory safety practices should be followed, including use of appropriate personal protective equipment and working in a well-ventilated area. The compound should be stored properly and disposed of in accordance with applicable regulations. Researchers should consult the material safety data sheet (MSDS) for detailed safety information. The compound is for research use only and is not for human use.
Additional Infomation
Fmoc-Phe(3-Me)-OH has CAS number 211637-74-0, molecular formula C25H23NO4, and molecular weight 401.45. It is an Fmoc-protected phenylalanine analogue, specifically a derivative of 3-methyl-L-phenylalanine. Synonyms: Fmoc-3-methyl-L-phenylalanine, (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-methylphenyl)propanoic acid. Purity: ≥98%. Appearance: White to off-white solid powder. Storage: powder at -20°C for 3 years, 4°C for 2 years; in solvent at -80°C for 6 months, -20°C for 1 month. The compound is a valuable building block for peptide synthesis, serving as a non-natural amino acid for structure-activity studies and therapeutic development. Not for human use; for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C25H23NO4
Molecular Weight
401.4544
Exact Mass
401.162
CAS #
211637-74-0
PubChem CID
2761471
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
628.6±55.0 °C at 760 mmHg
Melting Point
130ºC
Flash Point
334.0±31.5 °C
Vapour Pressure
0.0±1.9 mmHg at 25°C
Index of Refraction
1.626
LogP
5.87
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
7
Heavy Atom Count
30
Complexity
586
Defined Atom Stereocenter Count
1
SMILES
O(C(N([H])[C@]([H])(C(=O)O[H])C([H])([H])C1=C([H])C([H])=C([H])C(C([H])([H])[H])=C1[H])=O)C([H])([H])C1([H])C2=C([H])C([H])=C([H])C([H])=C2C2=C([H])C([H])=C([H])C([H])=C12
InChi Key
NJXPSSISZLAXRE-QHCPKHFHSA-N
InChi Code
InChI=1S/C25H23NO4/c1-16-7-6-8-17(13-16)14-23(24(27)28)26-25(29)30-15-22-20-11-4-2-9-18(20)19-10-3-5-12-21(19)22/h2-13,22-23H,14-15H2,1H3,(H,26,29)(H,27,28)/t23-/m0/s1
Chemical Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-methylphenyl)propanoic acid
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 2.4910 mL 12.4549 mL 24.9097 mL
5 mM 0.4982 mL 2.4910 mL 4.9819 mL
10 mM 0.2491 mL 1.2455 mL 2.4910 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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