| Size | Price | Stock | Qty |
|---|---|---|---|
| 5mg |
|
||
| 10mg |
|
||
| 50mg |
|
||
| 100mg |
|
||
| Other Sizes |
| Targets |
Biotin-azide is a click chemistry reagent that targets molecules containing terminal alkyne groups. The azide moiety undergoes copper-catalyzed azide-alkyne cycloaddition (CuAAC) with alkynes, forming a stable triazole linkage. This reaction is bioorthogonal, meaning it proceeds in mild, aqueous conditions without interfering with biological functions. Biotin-azide can also undergo Staudinger ligation with phosphine groups. The biotin moiety of the conjugate enables high-affinity binding to streptavidin or avidin, allowing for detection (e.g., Western blot, ELISA, fluorescence microscopy) or purification (e.g., affinity chromatography) of labeled biomolecules.
|
|---|---|
| ln Vitro |
By functionalizing yeast cells with click chemistry and then cross-linking with biotin-conjugates, recombinant protein complexes can be extracted [3].
Biotin-azide is a click chemistry reagent that undergoes copper-catalyzed azide-alkyne cycloaddition with alkyne-containing molecules. It can be used to prepare various biotinylated conjugates via click chemistry. The compound enables the isolation of protein adducts of lipid-derived electrophiles. Biotin-azide is used in mild and aqueous conditions for biotinylation of biomolecules. The biotin moiety enables subsequent detection or purification using streptavidin-based methods. |
| ln Vivo |
Biotin-azide is used in in vivo labeling applications for the detection of alkyne-tagged biomolecules in living systems. The compound can be administered to cells or animals to label alkyne-containing metabolites, proteins, or other biomolecules via click chemistry. The biotinylated conjugates can then be detected or purified using streptavidin-based methods. However, detailed in vivo activity data are limited as biotin-azide is primarily a labeling reagent rather than a therapeutic compound.
|
| Enzyme Assay |
Click chemistry reactions with biotin-azide are performed under standard CuAAC conditions. The reaction mixture contains the alkyne-containing molecule, biotin-azide, copper sulfate (CuSO4), a reducing agent (e.g., sodium ascorbate or tris(2-carboxyethyl)phosphine, TCEP), and a ligand (e.g., TBTA or THPTA) to stabilize the copper and accelerate the reaction. The reaction is typically carried out in aqueous buffer (e.g., PBS, pH 7.4) at room temperature for 1-24 hours. The reaction progress is monitored by mass spectrometry or gel electrophoresis. The biotinylated product is detected using streptavidin-HRP or fluorescent streptavidin conjugates.
|
| Cell Assay |
Cellular labeling assays with biotin-azide typically involve cells that have been metabolically labeled with alkyne-containing analogs (e.g., alkyne-modified amino acids, sugars, or nucleotides). After washing, cells are incubated with biotin-azide under CuAAC conditions (typically 10-100 μM biotin-azide, 1 mM CuSO4, 5 mM sodium ascorbate, 100 μM TBTA) for 1-2 hours at room temperature. Cells are then washed and fixed. Biotinylated proteins or other biomolecules are detected using streptavidin conjugated to fluorophores, HRP, or other detection moieties. Alternatively, labeled proteins can be purified using streptavidin beads for downstream analysis.
|
| Animal Protocol |
In vivo labeling with biotin-azide typically involves administration of the compound to animals that have been pre-treated with alkyne-containing metabolic precursors. Biotin-azide is administered via intraperitoneal or intravenous injection, and tissues are collected after 1-24 hours. Tissue sections are processed for detection of biotinylated biomolecules using streptavidin-based methods. However, detailed published in vivo protocols for biotin-azide are limited as the compound is primarily used in vitro.
|
| ADME/Pharmacokinetics |
Biotin-azide has molecular formula C13H22N6O2S and molecular weight 326.42. It is soluble in DMSO (≥32.6 mg/mL) and ethanol (≥2.51 mg/mL with ultrasonic), and insoluble in water. The compound should be stored at -20°C. The azide moiety is stable under appropriate storage conditions but should be handled with care due to the potential for azide-related hazards. The compound is typically used at concentrations of 10-100 μM in click chemistry reactions.
|
| Toxicity/Toxicokinetics |
Toxicological data for biotin-azide are limited as it is a research reagent. The azide moiety may pose a toxicity risk, and the compound should be handled with appropriate laboratory safety precautions. Azides can be toxic and potentially explosive, particularly when heated or in the presence of heavy metals. Standard safety protocols for handling azides should be followed. The compound is for research use only and is not intended for human use.
|
| References |
|
| Additional Infomation |
Biotin-azide is a click chemical reagent featuring a terminal azide moiety. It undergoes copper-catalyzed click reaction with terminal alkynes, enabling the incorporation of biotin and biotin derivatives into biomolecules that contain alkyne groups through azide-alkyne cycloaddition. The compound is used to prepare various biotinylated conjugates via click chemistry. It is available from multiple research chemical suppliers.
|
| Molecular Formula |
C13H22N6O2S
|
|---|---|
| Molecular Weight |
326.4178
|
| Exact Mass |
326.152
|
| CAS # |
908007-17-0
|
| PubChem CID |
59828156
|
| Appearance |
White to off-white solid powder
|
| Melting Point |
168 °C
|
| LogP |
1.79
|
| Hydrogen Bond Donor Count |
3
|
| Hydrogen Bond Acceptor Count |
5
|
| Rotatable Bond Count |
9
|
| Heavy Atom Count |
22
|
| Complexity |
454
|
| Defined Atom Stereocenter Count |
3
|
| SMILES |
C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCCN=[N+]=[N-])NC(=O)N2
|
| InChi Key |
SWODDJWJUGOAQB-NHCYSSNCSA-N
|
| InChi Code |
InChI=1S/C13H22N6O2S/c14-19-16-7-3-6-15-11(20)5-2-1-4-10-12-9(8-22-10)17-13(21)18-12/h9-10,12H,1-8H2,(H,15,20)(H2,17,18,21)/t9-,10-,12-/m0/s1
|
| Chemical Name |
5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-(3-azidopropyl)pentanamide
|
| 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) |
DMSO : ~100 mg/mL (~306.35 mM)
H2O : ~4 mg/mL (~12.25 mM) |
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (6.37 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 20.8 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: ≥ 2.08 mg/mL (6.37 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in 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 20.8 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. View More
Solubility in Formulation 3: ≥ 2.08 mg/mL (6.37 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.0635 mL | 15.3177 mL | 30.6354 mL | |
| 5 mM | 0.6127 mL | 3.0635 mL | 6.1271 mL | |
| 10 mM | 0.3064 mL | 1.5318 mL | 3.0635 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
