| Size | Price | Stock | Qty |
|---|---|---|---|
| 50mg |
|
||
| 100mg |
|
||
| Other Sizes |
| Targets |
PROTAC Linkers.
|
|---|---|
| ln Vitro |
As a linker molecule, 4-Azidobutylamine itself has no intrinsic biological activity; it serves as a structural connector to join a target protein ligand and an E3 ubiquitin ligase ligand in PROTAC synthesis. The azide group is a bioorthogonal handle that reacts with alkyne groups under click chemistry conditions (CuAAc) to form a stable triazole linkage. This reaction is highly specific and can be performed under mild conditions. The primary amine can be conjugated to a carboxylic acid-containing ligand via amide bond formation using EDC/NHS. The C4 alkyl spacer provides a short, flexible, hydrophobic connection between the conjugated ligands. The orthogonal functional groups (azide and amine) enable stepwise conjugation to two different ligands.
|
| ln Vivo |
No specific in vivo activity has been reported for this linker alone; its activity is derived from the final PROTAC molecule after conjugation with appropriate ligands. The in vivo efficacy of a complete PROTAC is determined in animal models.
|
| Enzyme Assay |
N/A; this compound is not assessed in isolated enzyme/receptor binding assays. As a synthetic intermediate, its quality is typically confirmed by analytical methods such as HPLC and NMR, with a standard purity of ≥98%. The azide group can be characterized by its characteristic IR absorption at around 2100 cm-1. The primary amine can be characterized by its characteristic chemical shift in NMR spectroscopy (e.g., a broad singlet around 1-2 ppm). The IUPAC name is 4-azidobutan-1-amine.
|
| Cell Assay |
N/A; this linker is not tested alone in cell-based assays. It is used as a building block for constructing PROTACs. In a typical synthesis, the azide group is reacted with an alkyne-containing ligand via CuAAc using CuSO4 and sodium ascorbate as catalyst in a THF/water mixture. The primary amine is reacted with a carboxylic acid-containing ligand using EDC and NHS to form an amide bond. The resulting PROTAC is then tested in cells for target degradation activity. The short C4 alkyl spacer may be optimal for target-E3 ligase pairs that require a short, hydrophobic linker.
|
| Animal Protocol |
N/A; no animal studies are performed with the linker alone. For a complete PROTAC conjugate, in vivo studies are conducted following institutional guidelines. The compound is typically formulated using a vehicle containing DMSO, PEG300, Tween-80, and saline and administered via intraperitoneal (IP) or intravenous (IV) injection. The short C4 alkyl spacer may affect the lipophilicity and cellular permeability of the final PROTAC.
|
| ADME/Pharmacokinetics |
This compound has a molecular weight of 114.15, a molecular formula of C4H10N4, and a standard purity of ≥98%. The IUPAC name is 4-azidobutan-1-amine. It appears as a colorless to light yellow liquid. For storage, it should be kept as a liquid at -20degC for up to 3 years, sealed, away from moisture. It is soluble in DMSO (≥250 mg/mL) and other organic solvents. The product should be stored in a sealed container, protected from light. The azide group should be handled with care as it can be potentially explosive, especially in concentrated form or when exposed to heat or shock. CAS: 88192-20-5.
|
| Toxicity/Toxicokinetics |
This product is for research use only and is not for human or veterinary use. Standard chemical safety precautions should be observed during handling. The azide group should be handled with care to avoid premature reactions and potential explosion hazards. The primary amine is reactive and should be stored away from acids and oxidizing agents. It is not an approved therapeutic drug and has not been cleared for clinical use. PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license.
|
| References | |
| Additional Infomation |
4-Azidobutylamine is a simple, short, heterobifunctional alkyl linker that combines a click chemistry handle (azide) with a primary amine for amide coupling. The C4 alkyl chain provides a short, flexible, hydrophobic spacer that can be beneficial for PROTACs targeting intracellular proteins where a certain degree of lipophilicity is required for cellular permeability. This linker is also widely used in bioconjugation, surface functionalization, and the synthesis of photoaffinity probes. The azide group enables CuAAc click chemistry with alkyne-functionalized ligands, providing a versatile and efficient conjugation strategy.
|
| Molecular Formula |
C4H10N4
|
|---|---|
| Molecular Weight |
114.15
|
| Exact Mass |
114.091
|
| CAS # |
88192-20-5
|
| PubChem CID |
150111
|
| Appearance |
Colorless to light yellow liquid
|
| LogP |
1.188
|
| Hydrogen Bond Donor Count |
1
|
| Hydrogen Bond Acceptor Count |
3
|
| Rotatable Bond Count |
4
|
| Heavy Atom Count |
8
|
| Complexity |
84
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
C(CCN=[N+]=[N-])CN
|
| InChi Key |
LFMZGBHJJNIRKH-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C4H10N4/c5-3-1-2-4-7-8-6/h1-5H2
|
| Chemical Name |
4-azidobutan-1-amine
|
| 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: This product requires protection from light (avoid light exposure) during transportation and storage. |
| 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 :≥ 250 mg/mL (~2190.10 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (18.22 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 (18.22 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 (18.22 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 | 8.7604 mL | 43.8020 mL | 87.6040 mL | |
| 5 mM | 1.7521 mL | 8.7604 mL | 17.5208 mL | |
| 10 mM | 0.8760 mL | 4.3802 mL | 8.7604 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
