Azido-dPEG4-acid

Product NameAzido-dPEG4-acid
CAS1056024-94-2
MFC9H17N3O5
MW247.25
EINECS
MOL File1056024-94-2.mol

Chemical Properties

storage temp.	-20°C, protect from light
solubility	DMSO : 100 mg/mL (404.45 mM; Need ultrasonic)
form	Liquid
color	Colorless to light yellow
Appearance	colorless liquid
InChI	InChI=1S/C9H17N3O5/c10-12-11-2-4-16-6-8-17-7-5-15-3-1-9(13)14/h1-8H2,(H,13,14)
InChIKey	VWJGWKZZFZMGGY-UHFFFAOYSA-N
SMILES	O(CCOCCC(=O)O)CCOCCN=[N+]=[N-]

Safety Information

HS Code

2918999090

Usage And Synthesis

Description

Azido-PEG3-acid is a crosslinker containing an azide(N3) group with a carboxylic acid (CO2H). The terminal carboxylic acid is reactive with primary amine groups in the presence of activators (e.g. EDC, or HATU) forming a stable amide bond. The azide group enables Click Chemistry. The hydrophilic PEG spacer increases solubility in aqueous media.

Definition

ChEBI: 3-{2-[2-(2-Azidoethoxy)ethoxy]ethoxy}propanoic acid is an organonitrogen compound.

Biological Activity

Azido-dPEG4-acid is a PEG-based PROTAC linker for the synthesis of BI-3663 (HY-111546), BI-4216 and BI-0319. It is also a non-cleavable ADC linker containing 3-unit PEG, which can be used to synthesize antibody drug conjugates (ADC).

in vitro

PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins.
ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker.

target