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Azido-PEG5-CH2CO2H

Cat No.:V8846 Purity: ≥98%
Azido-PEG5-CH2CO2H is a cleavable (degradable) ADC (Antibody-drug conjugate) linker containing 5 Polyethylene glycol (PEG) units, which may be utilized to prepare active Antibody-drug conjugates (ADC).
Azido-PEG5-CH2CO2H
Azido-PEG5-CH2CO2H Chemical Structure CAS No.: 217180-81-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Azido-PEG5-CH2CO2H is a cleavable (degradable) ADC (Antibody-drug conjugate) linker containing 5 Polyethylene glycol (PEG) units, which may be utilized to prepare active Antibody-drug conjugates (ADC). Azido-PEG5-CH2CO2H is also a PROTAC (PROteolysis TArgeting Chimera) linker, which belongs to the Polyethylene glycol (PEG) category and may be utilized to prepare PROTAC protein degraders. Azido-PEG5-CH2CO2H is a reagent for click chemistry. It has an Azide (N3) moiety and could undergo CuAAc (copper-catalyzed azide-alkyne cycloaddition reaction) with compounds bearing an Alkyne group. SPAAC (Strain-promoted alkyne-azide cycloaddition) may also happen with compounds bearing a BCN or DBCO group.
Azido-PEG5-CH2CO2H (CAS: 217180-81-9) is a polyethylene glycol (PEG) derivative containing an azide group and a terminal carboxylic acid group. It is a cleavable 5-unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Azido-PEG5-CH2CO2H is also a PEG-based PROTAC linker that can be used in the synthesis of PROTACs. The azide group facilitates click chemistry reactions, and the carboxylic acid group reacts with amines to form stable amide bonds.
Biological Activity I Assay Protocols (From Reference)
Targets
Azido-PEG5-CH2CO2H does not have a specific pharmacological target. As a PEG-based linker, it is not designed to have intrinsic biological activity. Instead, it is a chemical tool used for the conjugation of different molecular entities. The azide group enables copper-catalyzed azide-alkyne cycloaddition (CuAAC) or strain-promoted alkyne-azide cycloaddition (SPAAC) reactions. The terminal carboxylic acid can react with primary amine groups to form stable amide bonds.
ln Vitro
ADC cytotoxins are connected to antibodies through an ADC connector to form ADCs [1]. Two distinct ligands, one for the E3 ubiquitin ligase and the other for the target protein, are present in PROTAC and are joined by a linker. PROTAC selectively degrades target proteins by means of the intracellular ubiquitin-proteasome system [1].
Azido-PEG5-CH2CO2H is used as a chemical reagent for the synthesis of ADCs and PROTAC molecules. Its biological activity is not directly assessed, as it is a linker molecule. The compound's in vitro utility lies in its ability to serve as a building block for the construction of more complex molecules with specific biological activities. The hydrophilic PEG spacer increases solubility in aqueous media.
ln Vivo
In vivo data are not applicable for Azido-PEG5-CH2CO2H, as it is a chemical linker and not a pharmacologically active compound. Its use is limited to chemical synthesis and bioconjugation. The compound is not intended for in vivo administration.
Enzyme Assay
In vitro enzyme/receptor binding assays are not applicable for Azido-PEG5-CH2CO2H, as it is a chemical linker and not a pharmacologically active compound. The compound does not have a specific biological target. Its activity is limited to its chemical reactivity as a building block for bioconjugation.
Cell Assay
Cellular assays are not typically performed for Azido-PEG5-CH2CO2H, as it is a chemical linker and not a pharmacologically active compound. Its use is limited to chemical synthesis. The compound's biological activity, if any, would be related to the final ADC or PROTAC molecule that incorporates this linker, rather than the linker itself.
Animal Protocol
In vivo animal studies are not applicable for Azido-PEG5-CH2CO2H, as it is a chemical linker and not a pharmacologically active compound. It is not intended for in vivo administration. The compound is used exclusively for chemical synthesis and bioconjugation in research settings.
ADME/Pharmacokinetics
Azido-PEG5-CH2CO2H has a molecular weight of 321.33 and a molecular formula of C12H23N3O7. It is soluble in DMSO and other organic solvents. The compound is stable when stored as a powder at -20°C. However, detailed pharmacokinetic parameters are not applicable, as the compound is not a drug and is not intended for in vivo administration.
Toxicity/Toxicokinetics
Comprehensive toxicology data are not applicable for Azido-PEG5-CH2CO2H, as it is a chemical linker and not a pharmacologically active compound intended for human consumption. It is classified as a research-use-only chemical. Specific toxicological data are not reported in the available literature.
References

[1]. Antibody-drug conjugates comprising branched linkers and methods related thereto. WO2017089895A1.

Additional Infomation
Azido-PEG5-CH2CO2H is a research-grade chemical and a PEG-based ADC and PROTAC linker. It is not a drug and is not approved for clinical use. Its primary applications are in the synthesis of antibody-drug conjugates (ADCs) and proteolysis-targeting chimeras (PROTACs) in chemical biology and drug discovery research. The azide group enables click chemistry conjugation, and the carboxylic acid group enables amide bond formation.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H23N3O7
Molecular Weight
321.32692360878
Exact Mass
321.153
CAS #
217180-81-9
PubChem CID
99129378
Appearance
Colorless to light yellow liquid
LogP
-1.81
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
17
Heavy Atom Count
22
Complexity
311
Defined Atom Stereocenter Count
0
SMILES
O(CCOCCOCC(=O)O)CCOCCOCCN=[N+]=[N-]
InChi Key
CEACGPKHPWXRQF-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H23N3O7/c13-15-14-1-2-18-3-4-19-5-6-20-7-8-21-9-10-22-11-12(16)17/h1-11H2,(H,16,17)
Chemical Name
2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]acetic 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

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 Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~311.21 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.78 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 25.0 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: ≥ 2.5 mg/mL (7.78 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 25.0 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (7.78 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.1121 mL 15.5603 mL 31.1207 mL
5 mM 0.6224 mL 3.1121 mL 6.2241 mL
10 mM 0.3112 mL 1.5560 mL 3.1121 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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