| Size | Price | |
|---|---|---|
| 500mg | ||
| 1g | ||
| Other Sizes |
| Targets |
Glucose transporter in brush - border membranes [1]
|
|---|---|
| ln Vitro |
- High - affinity binding: 4 - Azidophlorizin showed high - affinity binding to the glucose transporter in brush - border membranes. It competitively inhibited the uptake of [³H] - glucose in brush - border membrane vesicles, with a dissociation constant (Kd) in the low - micromolar range. The binding was specific, as it could be displaced by unlabeled phlorizin and other glucose transport inhibitors [1]
- Photoaffinity labeling: Upon irradiation with ultraviolet light, 4 - Azidophlorizin covalently labeled a protein component of the glucose transporter complex in brush - border membranes. The labeled protein had a molecular weight of approximately 55 kDa, which was identified as a subunit of the glucose transporter [1] |
| Enzyme Assay |
- Binding assay: Brush - border membrane vesicles were prepared from rabbit small intestine. The vesicles were incubated with different concentrations of 4 - Azidophlorizin and [³H] - glucose at 25°C for 10 minutes. Then, the vesicles were rapidly filtered through glass - fiber filters, and the radioactivity on the filters was measured to determine the binding of 4 - Azidophlorizin to the glucose transporter. Scatchard analysis was used to calculate the dissociation constant (Kd) [1]
- Photoaffinity labeling assay: Brush - border membrane vesicles were incubated with 4 - Azidophlorizin in the dark. After incubation, the samples were irradiated with ultraviolet light for 10 minutes at 0°C. Then, the membrane proteins were solubilized with SDS - PAGE sample buffer, separated by SDS - PAGE, and transferred to a nitrocellulose membrane. The labeled protein was detected by autoradiography [1] |
| References |
[1]. 4-Azidophlorizin, a high affinity probe and photoaffinity label for the glucose transporter in brush border membranes. Biochim Biophys Acta. 1982 Jun 14;688(2):547-56.
|
| Additional Infomation |
Function mechanism: 4-Azidoprolol can be used as a high-affinity probe and photoaffinity marker to identify glucose transporters on the brush border membrane. It can specifically bind to glucose transporters and covalently link with transporters under ultraviolet light irradiation, which helps in the identification and characterization of glucose transporters [1].
|
| Molecular Formula |
C21H23N3O9
|
|---|---|
| Molecular Weight |
461.42202
|
| Exact Mass |
461.143
|
| CAS # |
79541-46-1
|
| PubChem CID |
133219
|
| Appearance |
Typically exists as solid at room temperature
|
| Melting Point |
168-170°C dec.
|
| LogP |
2.1
|
| Hydrogen Bond Donor Count |
6
|
| Hydrogen Bond Acceptor Count |
11
|
| Rotatable Bond Count |
8
|
| Heavy Atom Count |
33
|
| Complexity |
699
|
| Defined Atom Stereocenter Count |
5
|
| SMILES |
C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O)N=[N+]=[N-]
|
| InChi Key |
AXCDEMZKQHNYNE-QNDFHXLGSA-N
|
| InChi Code |
InChI=1S/C21H23N3O9/c22-24-23-11-4-1-10(2-5-11)3-6-13(27)17-14(28)7-12(26)8-15(17)32-21-20(31)19(30)18(29)16(9-25)33-21/h1-2,4-5,7-8,16,18-21,25-26,28-31H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1
|
| Chemical Name |
3-(4-azidophenyl)-1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one
|
| Synonyms |
4-Azidophlorizin; 4-Azidophlorhizin; 79541-46-1; DTXSID70229761; 2'-O-(beta-D-Glucopyranosyl)-4-azidophloretin; 1-Propanone, 3-(4-azidophenyl)-1-(2-(beta-D-glucopyranosyloxy)-4,6-dihydroxyphenyl)-; DTXCID20152252; 3-(4-azidophenyl)-1-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one;
|
| 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 | 2.1672 mL | 10.8361 mL | 21.6722 mL | |
| 5 mM | 0.4334 mL | 2.1672 mL | 4.3344 mL | |
| 10 mM | 0.2167 mL | 1.0836 mL | 2.1672 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.
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