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(S)-Ethyl 2-amino-4-fluoro-4-methylpentanoate sulfate

Cat No.:V67920 Purity: ≥98%
(S)-Ethyl 2-amino-4-fluoro-4-methylpentanoate sulfate is a leucine analogue.
(S)-Ethyl 2-amino-4-fluoro-4-methylpentanoate sulfate
(S)-Ethyl 2-amino-4-fluoro-4-methylpentanoate sulfate Chemical Structure CAS No.: 848949-85-9
Product category: Amino Acid Derivatives
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
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Product Description
(S)-Ethyl 2-amino-4-fluoro-4-methylpentanoate sulfate is a leucine analogue.
(S)-Ethyl 2-amino-4-fluoro-4-methylpentanoate sulfate is a leucine derivative and a specialized research compound used as an intermediate in the synthesis of peptidomimetics and pharmaceutical candidates, particularly in the development of protease inhibitors and other therapeutic agents targeting metabolic pathways.
Biological Activity I Assay Protocols (From Reference)
Targets
This compound is classified as an amino acid derivative targeting leucine-related metabolic pathways and serves as a structural mimic of the branched-chain amino acid leucine, potentially interacting with enzymes involved in protein synthesis, mTOR signaling, and branched-chain amino acid metabolism.
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].
Amino acids and amino acid derivatives such as this compound influence the secretion of anabolic hormones, supply of fuel during exercise, mental performance during stress, and prevention of exercise-induced muscle damage. They are recognized as beneficial ergogenic dietary substances in commercial formulations.
ln Vivo
In vivo studies on analogous leucine derivatives demonstrate effects on nitrogen retention, muscle protein synthesis, and recovery from physical exertion. These compounds support metabolic homeostasis and may modulate signaling pathways such as mTORC1, which regulates cell growth and metabolism in response to amino acid availability.
Enzyme Assay
Cell-free binding assays for leucine derivatives typically involve radioligand displacement studies using purified leucine-binding proteins or enzymes, such as leucine aminopeptidase or branched-chain amino acid transaminase. Binding affinity is measured by competitive displacement of labeled substrate followed by scintillation counting or fluorescence polarization.
Cell Assay
Cell-based assays for leucine derivatives commonly use primary hepatocytes or myotube cultures to assess effects on mTOR pathway activation. Cells are serum-starved then treated with the compound for 30-60 minutes, followed by Western blot analysis of phosphorylated S6K1, 4E-BP1, or AKT using specific antibodies.
Animal Protocol
Animal studies with leucine derivatives are typically conducted in rodent models (rats or mice). Animals receive oral or intraperitoneal administration at doses ranging from 50 to 500 mg/kg body weight. Assessments include muscle protein synthesis rates via stable isotope tracer incorporation, nitrogen balance studies, and exercise performance in treadmill or swimming protocols.
ADME/Pharmacokinetics
Pharmacokinetic properties of leucine derivatives generally include moderate oral bioavailability (20-60%), peak plasma concentration reaching 1-4 hours post-dose, plasma half-life of 2-5 hours, volume of distribution consistent with total body water (0.5-1.0 L/kg), and elimination primarily via urine as metabolites or unchanged drug.
Toxicity/Toxicokinetics
Toxicological profiles of leucine derivatives typically show low acute oral toxicity with LD50 > 2000 mg/kg in rodents. Repeat-dose studies up to 28 days at therapeutic doses reveal no significant organ toxicity, minimal effects on body weight or food consumption, and no mutagenicity in Ames test or chromosomal aberration assays.
References

[1]. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.

Additional Infomation
This compound exists as a white to off-white solid powder with molecular formula C8H18FNO6S and molecular weight 275.30, soluble in DMSO (100 mg/mL). It is recommended for research use only, not for human therapeutic applications, and should be stored at 4degC under nitrogen protection, protected from moisture.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H18FNO6S
Molecular Weight
275.30
Exact Mass
275.084
CAS #
848949-85-9
PubChem CID
11448742
Appearance
White to off-white solid powder
LogP
2.143
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
5
Heavy Atom Count
17
Complexity
240
Defined Atom Stereocenter Count
1
SMILES
S(O)(O)(=O)=O.[C@H](N)(CC(F)(C)C)C(=O)OCC
InChi Key
VWRTUFGLEMCOLL-RGMNGODLSA-N
InChi Code
InChI=1S/C8H16FNO2.H2O4S/c1-4-12-7(11)6(10)5-8(2,3)9;1-5(2,3)4/h6H,4-5,10H2,1-3H3;(H2,1,2,3,4)/t6-;/m0./s1
Chemical Name
ethyl (2S)-2-amino-4-fluoro-4-methylpentanoate;sulfuric 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

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
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 (363.24 mM)
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 3.6324 mL 18.1620 mL 36.3240 mL
5 mM 0.7265 mL 3.6324 mL 7.2648 mL
10 mM 0.3632 mL 1.8162 mL 3.6324 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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