N-(Propargyl-PEG4)-N-bis(PEG4-acid)

 CAS No.: 2093153-09-2  Cat No.: BP-500513  Purity: 98% 4.5  

N-(Propargyl-PEG4)-N-bis(PEG4-acid) is a heterobifunctional polyethylene glycol linker bearing a terminal propargyl (alkyne) group and two PEG4–carboxylic acid termini. Structurally, it provides a flexible, water-soluble PEG scaffold with a defined chain length and a bis-acid handle that can be used for amide coupling or other carboxyl-reactive conjugation chemistries, while the propargyl group enables chemoselective attachment through copper-catalyzed azide–alkyne cycloaddition (CuAAC) to azide-functionalized PROTAC warheads or E3 ligase ligands. In PROTAC design, this linker mediates the spatial separation and relative orientation between the ligand-binding moieties, helping tune effective ternary complex formation and improving aqueous compatibility for biological assays. Its dual carboxyl functionality supports robust synthetic modularity, facilitating systematic structure–activity studies and optimization of linker length and attachment points in targeted protein degradation research.

N-(Propargyl-PEG4)-N-bis(PEG4-acid)

Structure of 2093153-09-2

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Category
PROTAC Linker
Molecular Formula
C₃₃H₆₁NO₁₆
Molecular Weight
727.83

* For research and manufacturing use only. Not for human or clinical use.

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Purity
98%
Solubility
Water, DMSO, DCM, DMF
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-(2-carboxyethoxy)ethoxy]ethoxy]ethoxy]ethyl-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
N-(Propargyl-PEG4)-N-bis(PEG4-acid) HCl salt
InChI Key
QTELQFWGTOEVNF-UHFFFAOYSA-N
InChI
InChI=1S/C33H61NO16/c1-2-8-39-14-20-45-26-29-48-23-17-42-11-5-34(6-12-43-18-24-49-30-27-46-21-15-40-9-3-32(35)36)7-13-44-19-25-50-31-28-47-22-16-41-10-4-33(37)38/h1H,3-31H2,(H,35,36)(H,37,38)
SMILES
C#CCOCCOCCOCCOCCN(CCOCCOCCOCCOCCC(=O)O)CCOCCOCCOCCOCCC(=O)O

N-(Propargyl-PEG4)-N-bis(PEG4-acid), is designed to provide a flexible, hydrophilic polyethylene glycol (PEG) spacer that supports efficient conjugation between targeting and recruiting modules. Its propargyl handle enables orthogonal bioorthogonal coupling strategies, while the PEG4-acid termini support robust attachment to amine- or hydrazide-bearing ligands under standard linker chemistry. The following sections describe its structure and practical reactivity considerations for PROTAC assembly.

Structure: The linker comprises a propargyl-functional PEG backbone featuring an alkyne-bearing propargyl group and multiple PEG segments that confer high aqueous solubility. It contains ether linkages characteristic of PEG and terminal carboxylic acid functionalities suitable for amide formation. The overall architecture is flexible, reducing steric constraints between conjugated ligands.

Reactivity: The propargyl group is suited for copper-catalyzed azide–alkyne cycloaddition or related alkyne-based conjugation workflows, enabling modular PROTAC construction. The carboxylic acid termini can be converted to activated intermediates (for example, acid chlorides or carbodiimide-activated esters) to form amide bonds with compatible nucleophiles. Typical conditions employ aqueous/organic mixed solvents, with base and coupling reagents selected to preserve ligand integrity and minimize side reactions.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
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