Azido-PEG4-acetic Acid

 CAS No.: 201467-81-4  Cat No.: BP-500016  Purity: ≥95% 4.5  

Azido-PEG4-acetic Acid is a heterobifunctional PEG-based linker featuring a terminal azide group and a carboxylic acid at the opposite end, providing a short, flexible hydrophilic spacer suitable for bioconjugation chemistry. The PEG4 chain length imparts conformational mobility and reduces steric congestion, while the azide functionality enables efficient chemoselective attachment via copper-catalyzed or strain-promoted azide–alkyne cycloaddition, and the carboxyl group supports standard amide coupling to ligands or protein-binding moieties. In PROTAC design, this linker can be positioned to connect a targeting ligand (e.g., E3 ligase binder) to a complementary reactive handle on the other component, helping maintain productive relative orientation and improving solubility of the assembled conjugate. Its modular reactivity makes it valuable for constructing and optimizing targeted protein degradation probes, facilitating rapid synthesis of linker variants and systematic structure–activity relationship studies.

Azido-PEG4-acetic Acid

Structure of 201467-81-4

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Category
PROTAC Linker
Molecular Formula
C10H19N3O6
Molecular Weight
277.27
Appearance
Liquid

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

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Purity
≥95%
Solubility
Soluble in DMSO, Water
Appearance
Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere
IUPACName
2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]acetic acid
Synonyms
Azido-PEG4-CH2CO2H;Azido-PEG4-CH2COOH; N3-TEG-COOH; N3-PEG4-CH2COOH; 14-azido-3,6,9,12-tetraoxatetradecanoic acid; Acetic acid, 2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]-; 14-azido-3,6,9,12-tetraoxatetradecan-1-oic acid
Density
0.750-0.850 g/mL at 20°C
InChI Key
YHTABJLSZLHRFV-UHFFFAOYSA-N
InChI
InChI=1S/C10H19N3O6/c11-13-12-1-2-16-3-4-17-5-6-18-7-8-19-9-10(14)15/h1-9H2,(H,14,15)
SMILES
C(COCCOCCOCCOCC(=O)O)N=[N+]=[N-]

Azido-PEG4-acetic Acid is a PEG-based linker bearing a terminal azide and a carboxylic acid handle, enabling modular assembly of PROTACs through widely used bioorthogonal and amide-forming chemistries. Its flexible polyethylene glycol segment supports productive spatial presentation of ligands, while the azide provides a versatile attachment point for conjugation strategies. Researchers can use it to build targeted protein degradation constructs, with the following sections describing its structure and practical reactivity considerations in detail below.

Structure: The molecule comprises a polyethylene glycol chain terminated by an azide functional group and an acetic acid moiety. It contains ether linkages within the PEG backbone, a carboxylic acid for hydrogen bonding and salt formation, and an azide suitable for click-type transformations.

Reactivity: The azide group is compatible with copper-catalyzed azide–alkyne cycloaddition and related azide-based conjugation approaches, typically requiring an alkyne partner under conditions that preserve sensitive biomolecular ligands. The carboxylic acid can be activated for amide bond formation using standard coupling chemistries (for example, carbodiimide-based systems with additives) in polar aprotic solvents, enabling attachment to amine-bearing ligands used in PROTAC architectures.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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