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Fmoc-N-Me-Phe-OH

Cat No.:V29368 Purity: ≥98%
Fmoc-N-Me-Phe-OH is a bioactive peptide inhibitor of Plasmodium.
Fmoc-N-Me-Phe-OH
Fmoc-N-Me-Phe-OH Chemical Structure CAS No.: 77128-73-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Fmoc-N-Me-Phe-OH is a bioactive peptide inhibitor of Plasmodium.
Fmoc-N-Me-Phe-OH (CAS# 77128-73-5), also known as Fmoc-N-methyl-L-phenylalanine, is a protected, non-proteinogenic amino acid derivative used as a building block in Fmoc-based solid-phase peptide synthesis (SPPS). It has a molecular weight of 401.46 and a molecular formula of C25H23NO4. The N-methyl modification alters peptide backbone flexibility and imparts resistance to proteolytic degradation, which is advantageous in peptide engineering.
Biological Activity I Assay Protocols (From Reference)
Targets
Fmoc-N-Me-Phe-OH does not have a specific pharmacological target but is used as a building block in peptide synthesis. It is a peptide inhibitor of Malaria Parasite (Plasmodium). Its N-methylated phenylalanine structure can enhance peptide stability and alter conformational properties, making it valuable for studying protein-protein interactions.
ln Vitro
In vitro, Fmoc-N-Me-Phe-OH is used as a building block for creating modified peptides. It serves as a peptide inhibitor of Malaria Parasite. Its incorporation into peptides provides tools for studying protein-protein interactions, enhancing stability, and modulating biological activity in pharmaceutical and biochemical research.
ln Vivo
In vivo, Fmoc-N-Me-Phe-OH is not administered as a therapeutic agent. It is used as a building block in the synthesis of peptides that may be studied in vivo for their biological activity. Its in vivo activity would depend on the peptide into which it is incorporated.
Enzyme Assay
In vitro assays for Fmoc-N-Me-Phe-OH are typically conducted in the context of peptide synthesis. It is used as a building block in solid-phase peptide synthesis (SPPS), where its incorporation into peptide chains is monitored by standard peptide chemistry techniques such as HPLC and mass spectrometry. Its activity as a peptide inhibitor of Malaria Parasite would be evaluated in parasite growth inhibition assays.
Cell Assay
Cellular assays for Fmoc-N-Me-Phe-OH are not typically performed directly on the compound itself. Its effects are studied in the context of the peptides into which it is incorporated. For example, peptides containing Fmoc-N-Me-Phe-OH may be tested for their ability to inhibit Malaria Parasite invasion or growth in infected cell cultures.
Animal Protocol
In vivo animal studies for Fmoc-N-Me-Phe-OH are not typically conducted, as it is a building block rather than a therapeutic agent. Peptides synthesized using this building block may be tested in animal models of malaria or other diseases.
ADME/Pharmacokinetics
Fmoc-N-Me-Phe-OH is a chemical reagent and does not have pharmacokinetic properties as a drug. It is not administered systemically.
Toxicity/Toxicokinetics
Fmoc-N-Me-Phe-OH is a chemical reagent and is not intended for human consumption. Standard laboratory safety precautions should be followed. It may cause skin and eye irritation. No significant toxicity data are available for this compound as a therapeutic agent.
References

[1]. Rapid optimization of a peptide inhibitor of malaria parasite invasion by comprehensive N-methyl scanning. J Biol Chem. 2009 Apr 3;284(14):9361-71.

Additional Infomation
Fmoc-N-Me-Phe-OH (Fmoc-N-methyl-L-phenylalanine) is a protected amino acid derivative used as a building block in Fmoc-based solid-phase peptide synthesis. It has a molecular weight of 401.46 and formula C25H23NO4. The N-methyl group enhances peptide stability and modifies conformational properties. It is a peptide inhibitor of Malaria Parasite. It is not a drug and has no clinical approval.
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 #
77128-73-5
PubChem CID
978356
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
595.4±39.0 °C at 760 mmHg
Melting Point
134 °C
Flash Point
313.9±27.1 °C
Vapour Pressure
0.0±1.8 mmHg at 25°C
Index of Refraction
1.629
LogP
5.89
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
7
Heavy Atom Count
30
Complexity
580
Defined Atom Stereocenter Count
1
SMILES
CN([C@@H](CC1=CC=CC=C1)C(=O)O)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
InChi Key
GBROUWPNYVBLFO-QHCPKHFHSA-N
InChi Code
InChI=1S/C25H23NO4/c1-26(23(24(27)28)15-17-9-3-2-4-10-17)25(29)30-16-22-20-13-7-5-11-18(20)19-12-6-8-14-21(19)22/h2-14,22-23H,15-16H2,1H3,(H,27,28)/t23-/m0/s1
Chemical Name
(2S)-2-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]-3-phenylpropanoic 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)
DMSO : ~100 mg/mL (~249.09 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.23 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: 2.5 mg/mL (6.23 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (6.23 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (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.

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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?
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  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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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:
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  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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