O-(2-AZIDOETHYL)-O-(2-(DIGLYCOLYL-AMINO)ETHYL)EG-7 Chemical Properties

storage temp. 

Store at +2°C to +8°C.

form 

Liquid

color 

Colorless to light yellow

InChI

InChI=1S/C22H42N4O12/c23-26-25-2-4-31-6-8-33-10-12-35-14-16-37-18-17-36-15-13-34-11-9-32-7-5-30-3-1-24-21(27)19-38-20-22(28)29/h1-20H2,(H,24,27)(H,28,29)

InChIKey

WWDNBBVPYDZICO-UHFFFAOYSA-N

SMILES

C(CNC(=O)COCC(=O)O)OCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

25

WGK Germany 

3

HS Code 

2929 90 00

O-(2-AZIDOETHYL)-O-(2-(DIGLYCOLYL-AMINO)ETHYL)EG-7 Usage And Synthesis

Description

2-((Azido-PEG8-carbamoyl)methoxy)acetic acid is a PEG linker containing an azide group with a terminal carboxylic acid. The hydrophilic PEG spacer increases solubility in aqueous media. The azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond.

Uses

2-((Azido-PEG8-carbamoyl)methoxy)acetic acid is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1]. 2-((Azido-PEG8-carbamoyl)methoxy)acetic acid is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.

reaction suitability

reaction type: click chemistry
reagent type: cross-linking reagent

IC 50

PEGs

References

[1] An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562 DOI:10.1016/j.ebiom.2018.09.005

O-(2-AZIDOETHYL)-O-(2-(DIGLYCOLYL-AMINO)ETHYL)EG-7(846549-37-9)Related Product Information

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