N3-PEG6-tBu Chemical Properties

storage temp. 

Storage temp. 2-8°C

solubility 

Soluble in Water, DMSO, DCM, DMF

form 

Liquid

color 

Colorless to light yellow

InChI

InChI=1S/C19H37N3O8/c1-19(2,3)30-18(23)4-6-24-8-10-26-12-14-28-16-17-29-15-13-27-11-9-25-7-5-21-22-20/h4-17H2,1-3H3

InChIKey

HRNUWAOLFSWRDG-UHFFFAOYSA-N

SMILES

C(OC(C)(C)C)(=O)CCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

N3-PEG6-tBu Usage And Synthesis

Description

Azido-PEG6-t-butyl ester is a PEG molecule consisting of an azide group and a t-butyl ester moiety. he azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The t-butyl protected carboxyl group can be deprotected under acidic conditions. The hydrophilic PEG5 spacer increases solubility in aqueous media.

Uses

Azido-PEG6-Boc is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1]. Azido-PEG6-C2-Boc 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.

IC 50

PEGs; Alkyl/ether

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

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