| Size | Price | Stock | Qty |
|---|---|---|---|
| 50mg |
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| 100mg |
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| 250mg |
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| Other Sizes |
| Targets |
PEGs Alkyl/ether
PROTAC Linkers. |
|---|---|
| ln Vitro |
One ligand is for an E3 ubiquitin ligase, and the other is for the target protein; these two ligands are joined by a linker to form PROTACs. The intracellular ubiquitin-proteasome system is utilized by PROTACs to specifically destroy target proteins[1].
As a linker molecule, Azido-PEG10-Boc 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 or SPAAC) without interfering with biological systems. The Boc-protected amine provides an orthogonal protecting group that can be removed under acidic conditions to reveal a free amine, which can then be conjugated to a carboxylic acid-containing ligand via amide bond formation using EDC/NHS. The orthogonal functional groups enable stepwise conjugation to two different ligands. The long PEG10 spacer provides outstanding water solubility and flexibility, which can facilitate the formation of productive ternary complexes. |
| 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 ≥95%. The azide group can be characterized by its characteristic IR absorption at around 2100 cm-1. The Boc group can be characterized by its characteristic chemical shifts in NMR spectroscopy (singlet around 1.4-1.5 ppm). The PEG10 spacer can be characterized by MALDI-TOF mass spectrometry.
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| 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) or SPAAC (using DBCO for copper-free conditions). The Boc group is then removed with TFA, and the resulting free amine is conjugated to a carboxylic acid-containing ligand via amide bond formation using EDC and NHS. The resulting PROTAC is then tested in cells for target degradation activity.
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| 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 long PEG10 spacer may significantly improve the pharmacokinetic properties of the conjugate by enhancing water solubility and reducing aggregation.
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| ADME/Pharmacokinetics |
This compound has a molecular weight of 583.67, a molecular formula of C25H49N3O12, and a standard purity of ≥95%. For storage, it should be kept at -20degC for up to 3 years, sealed, away from moisture, and protected from light. It is soluble in DMSO and other organic solvents. The product should be stored under nitrogen to prevent moisture absorption. The azide group should be handled with care as it can be potentially explosive. CAS: 2490419-48-0.
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| 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. PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license. This compound is not an approved drug and has not been cleared for clinical use.
|
| References |
[1]. An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562
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| Additional Infomation |
The exceptionally long PEG10 spacer (10 ethylene glycol units) provides a highly hydrophilic and flexible linker that can be optimal for PROTACs targeting proteins with binding sites far from the E3 ligase recruitment site. The combination of an azide click chemistry handle and a Boc-protected amine provides orthogonal functional groups for stepwise conjugation to two different ligands. The azide enables copper-free click chemistry (SPAAC) with DBCO-functionalized ligands, avoiding the potential toxicity of copper catalysts. This linker is a valuable building block for constructing highly water-soluble PROTACs and other bioconjugates.
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| Molecular Formula |
C27H53N3O12
|
|---|---|
| Molecular Weight |
611.722629308701
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| Exact Mass |
611.362
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| CAS # |
2490419-48-0
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| PubChem CID |
118796322
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| Appearance |
Colorless to light yellow liquid
|
| LogP |
0.5
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
14
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| Rotatable Bond Count |
35
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| Heavy Atom Count |
42
|
| Complexity |
634
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| Defined Atom Stereocenter Count |
0
|
| SMILES |
O(C(CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-])=O)C(C)(C)C
|
| InChi Key |
ODWTTYRUCVQORR-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C27H53N3O12/c1-27(2,3)42-26(31)4-6-32-8-10-34-12-14-36-16-18-38-20-22-40-24-25-41-23-21-39-19-17-37-15-13-35-11-9-33-7-5-29-30-28/h4-25H2,1-3H3
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| Chemical Name |
tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
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| HS Tariff Code |
2934.99.9001
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| 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)
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| 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
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|---|---|
| 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 | 1.6347 mL | 8.1737 mL | 16.3473 mL | |
| 5 mM | 0.3269 mL | 1.6347 mL | 3.2695 mL | |
| 10 mM | 0.1635 mL | 0.8174 mL | 1.6347 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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