| Size | Price | Stock | Qty |
|---|---|---|---|
| 5mg |
|
||
| 1g | |||
| Other Sizes |
| Targets |
Target: AMPA-type glutamate receptors [2]
Subunit-specific affinity: High affinity for GluR1 (Kd ~3-4 nM) and GluR2 (Kd ~7-12 nM) subunits; Lower affinity for GluR3 (Kd ~150-800 nM) and GluR4 (Kd ~150-800 nM) subunits. [2] |
|---|---|
| ln Vitro |
The binding of [³H]Fluorowillardine to rat brain membranes exhibited high- and low-affinity components, with Kd values of approximately 20 nM and 1 μM, respectively, and low-affinity sites accounted for about 90% of all binding sites. [2]
When used to displace the antagonist [³H]CNQX binding to rat brain membranes, unlabeled Fluorowillardine displayed two affinity components with Kd values of 32 nM and 1.5 μM. [2] Binding studies with solubilized receptors from rat brain indicated multiple affinity components for [³H]Fluorowillardine, with Kd values between 2 and 650 nM. [2] The binding of [³H]Fluorowillardine to brain membranes is greatly skewed in favor of GluR1 and GluR2 subunits due to its subunit preference. [2] |
| Enzyme Assay |
Binding assays were performed to characterize the interaction of [³H]Fluorowillardine with AMPA receptors. For saturation binding, rat brain membranes were incubated with varying concentrations of [³H]Fluorowillardine (e.g., 3–2000 nM) for 60 minutes at 25°C (or 0°C). Incubations were terminated by centrifugation. The membrane pellets were rinsed, dissolved, and radioactivity was measured by scintillation counting. Nonspecific binding was determined in the presence of 5 mM L-glutamate. Data were analyzed using nonlinear regression to determine Kd and Bmax values. [2]
For competition binding experiments, the displacement of [³H]CNQX (40 nM) by unlabeled Fluorowillardine was measured in rat brain membranes at 25°C. Membranes were incubated with [³H]CNQX and varying concentrations of Fluorowillardine. Binding was terminated by centrifugation, and samples were processed as above. Displacement curves were fitted to determine IC50 values, which were corrected using the Cheng-Prusoff equation to estimate Kd values. [2] Studies on recombinant homomeric AMPA receptors (GluR1-4) expressed in HEK293 cells were conducted. Permeabilized cells were incubated with [³H]Fluorowillardine at 0°C. Binding was terminated by filtration through glass fiber filters, followed by rapid washing with chilled buffer containing thiocyanate to minimize dissociation. Nonspecific binding was defined with 5 mM glutamate. [2] |
| Cell Assay |
The literature [2] does not describe cell-based functional assays (e.g., viability, signaling) using (S)-(-)-5-Fluorowillardine as a modulator. The compound was used solely as a radioligand in binding assays with cell membrane preparations.
|
| References |
|
| Additional Infomation |
3-(5-fluorouracil-1-yl)-L-alanine is an alanine derivative, namely L-alanine with a 5-fluorouracil-1-yl substituent at the 3 position. It is an AMPA receptor agonist that is more effective and selective than AMPA itself (with stronger agonistic effects on hGluR1 and hGluR2 receptors, with Ki values of 14.7 nM, 25.1 nM and 1820 nM, respectively). It is an organofluorine compound belonging to the non-protein L-α-amino acid family and is also a derivative of L-alanine. Its function is related to uracil.
(S)-(-)-5-fluviradiine is a radiolabeled agonist used as a tool compound for studying the pharmacology of AMPA receptors and the role of allosteric modulators. [2] It has a higher affinity than [³H]AMPA and is less affected by the ionized liquid anion thiocyanate, thus it is a practical ligand suitable for binding experiments under various conditions. [2] Its significant subunit selectivity (high for GluR1/2, low for GluR3/4) means that the binding data obtained from the native meninges primarily reflect the drug's effects on receptors containing GluR1 and GluR2. [2] This study highlights the importance of optimizing filtration experimental conditions (e.g., adding thiocyanate to the wash buffer, cooling buffer, minimizing wash time) to reduce radioligand dissociation loss, especially at low-affinity receptor sites. [2] |
| Molecular Formula |
C7H8N3O4F
|
|---|---|
| Molecular Weight |
217.15452
|
| Exact Mass |
217.05
|
| CAS # |
140187-23-1
|
| Related CAS # |
(S)-(-)-5-Fluorowillardiine hydrochloride;1321546-70-6
|
| PubChem CID |
126569
|
| Appearance |
Typically exists as solid at room temperature
|
| Density |
1.64 g/cm3
|
| Melting Point |
235ºC
|
| Index of Refraction |
1.601
|
| LogP |
-4.4
|
| Hydrogen Bond Donor Count |
3
|
| Hydrogen Bond Acceptor Count |
6
|
| Rotatable Bond Count |
3
|
| Heavy Atom Count |
15
|
| Complexity |
354
|
| Defined Atom Stereocenter Count |
1
|
| SMILES |
OC([C@@H](N)CN1C=C(F)C(NC1=O)=O)=O
|
| InChi Key |
DBWPFHJYSTVBCZ-BYPYZUCNSA-N
|
| InChi Code |
InChI=1S/C7H8FN3O4/c8-3-1-11(2-4(9)6(13)14)7(15)10-5(3)12/h1,4H,2,9H2,(H,13,14)(H,10,12,15)/t4-/m0/s1
|
| Chemical Name |
(2S)-2-amino-3-(5-fluoro-2,4-dioxopyrimidin-1-yl)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 (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
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 | 4.6051 mL | 23.0256 mL | 46.0511 mL | |
| 5 mM | 0.9210 mL | 4.6051 mL | 9.2102 mL | |
| 10 mM | 0.4605 mL | 2.3026 mL | 4.6051 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.
Products are for research use only; We do not sell to patients
Copyright 2020 InvivoChem LLC | All Rights Reserved
