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Cbz-N-amido-PEG2-acid

Cat No.:V17683 Purity: ≥98%
Cbz-NH-PEG2-C2-acid is a PROTAC (PROteolysis TArgeting Chimera) linker of the Polyethylene glycol (PEG) category, may be utilized to prepare PROTAC protein degraders.
Cbz-N-amido-PEG2-acid
Cbz-N-amido-PEG2-acid Chemical Structure CAS No.: 1347750-76-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
Other Sizes

Other Forms of Cbz-N-amido-PEG2-acid:

  • Cbz-NH-PEG12-C2-acid
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Cbz-NH-PEG2-C2-acid is a PROTAC (PROteolysis TArgeting Chimera) linker of the Polyethylene glycol (PEG) category, may be utilized to prepare PROTAC protein degraders.
Cbz-N-amido-PEG2-acid (CAS#: 1347750-76-8) is a polyethylene glycol (PEG)-based linker used in the synthesis of PROTACs (Proteolysis-Targeting Chimeras). It is a PEG derivative containing a carbobenzoxy (Cbz)-protected amino group and a terminal carboxylic acid. The Cbz group serves as a protecting group for the amine, which can be removed under mild hydrogenation conditions. The terminal carboxylic acid can be used to form an amide bond with a primary amine, making it a versatile building block for creating bifunctional molecules. Its role is purely as a chemical intermediate and linker.
Biological Activity I Assay Protocols (From Reference)
Targets
As a chemical linker for PROTACs, Cbz-N-amido-PEG2-acid does not have a biological target itself. Its function is to serve as a structural bridge in the design of PROTAC molecules. PROTACs are bifunctional molecules that recruit an E3 ubiquitin ligase to a target protein, leading to its ubiquitination and subsequent degradation by the proteasome. The PEG linker provides flexibility and solubility to the PROTAC molecule.
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].
The compound has no direct biological activity; its activity is defined by its chemical functionality. It is used as a building block in organic synthesis. Its utility is demonstrated by its successful incorporation into PROTAC molecules, which then exhibit biological activity by degrading their target proteins. The in vitro "activity" is therefore in the context of a chemical reaction (e.g., peptide coupling) to form the final bioactive molecule.
ln Vivo
As a chemical linker, Cbz-N-amido-PEG2-acid is not used in vivo. Its purpose is for the chemical synthesis of PROTACs or other conjugates. These final conjugates may be studied in vivo, but the linker itself is not the active pharmaceutical ingredient. Its primary application is in medicinal chemistry and drug discovery.
Enzyme Assay
The "experimental protocol" for this compound is a chemical synthesis procedure. A typical protocol involves deprotecting the Cbz group by hydrogenolysis (e.g., using Pd/C and H2) to yield the free amine. The terminal carboxylic acid is then activated (e.g., with EDC or HATU) and reacted with a primary amine on another molecule to form an amide bond. This process is used to conjugate the PEG linker to other chemical moieties.
Cell Assay
Cellular experiments would not be conducted with this linker directly. Instead, the final PROTAC molecule that is synthesized using this linker would be tested in cells. The linker's role is to enable the synthesis of these bioactive compounds. Its properties, such as length and solubility, contribute to the overall properties of the final PROTAC.
Animal Protocol
Cbz-N-amido-PEG2-acid is not used in animal experiments. It is a chemical reagent for synthesis, not a drug candidate for in vivo testing. Only the final PROTAC molecules synthesized from it would be evaluated in animal models for their in vivo efficacy and pharmacokinetics.
ADME/Pharmacokinetics
This compound is a small molecule with a molecular weight of 311.33 and a molecular formula of C15H21NO6. It is a PEG-based linker with a defined spacer length (PEG2). Its physicochemical properties, such as solubility and reactivity, are well-suited for use in organic synthesis. The Cbz protecting group makes it stable under various reaction conditions.
Toxicity/Toxicokinetics
Cbz-N-amido-PEG2-acid is a chemical reagent and is not intended for therapeutic use. Its toxicity is not a primary concern, as it is handled in a laboratory setting with standard chemical safety precautions. Its safety is evaluated in the context of the final PROTAC molecules, not the linker itself.
References

[1]. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562.

Additional Infomation
Cbz-N-amido-PEG2-acid is a polyethylene glycol (PEG)-based PROTAC linker containing a Cbz-protected amine and a terminal carboxylic acid. It is a chemical building block used in the synthesis of PROTAC protein degraders. It is not a drug and has no direct biological activity. It is categorized as a research chemical for use in medicinal chemistry and drug discovery. The compound is also known as Cbz-NH-PEG2-C2-acid.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H21NO6
Molecular Weight
311.33034491539
Exact Mass
311.136
CAS #
1347750-76-8
Related CAS #
1334177-88-6
PubChem CID
86276404
Appearance
Typically exists as solid at room temperature
LogP
0.6
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
12
Heavy Atom Count
22
Complexity
317
Defined Atom Stereocenter Count
0
InChi Key
XOMNIRHPTPYIMF-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H21NO6/c17-14(18)6-8-20-10-11-21-9-7-16-15(19)22-12-13-4-2-1-3-5-13/h1-5H,6-12H2,(H,16,19)(H,17,18)
Chemical Name
3-[2-[2-(phenylmethoxycarbonylamino)ethoxy]ethoxy]propanoic 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

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)
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
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*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 : PEG300Tween 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).
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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)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL 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).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.2120 mL 16.0601 mL 32.1203 mL
5 mM 0.6424 mL 3.2120 mL 6.4241 mL
10 mM 0.3212 mL 1.6060 mL 3.2120 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:
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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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