Acid-PEG5-t-butyl ester Chemical Properties

Boiling point:

495.2±45.0 °C(Predicted)

Density 

1.109±0.06 g/cm3(Predicted)

storage temp. 

Storage temp. 2-8°C

solubility 

Soluble in Water, DMSO, DCM, DMF

pka

4.28±0.10(Predicted)

form 

Liquid

color 

Colorless to light yellow

InChI

InChI=1S/C18H34O9/c1-18(2,3)27-17(21)5-7-23-9-11-25-13-15-26-14-12-24-10-8-22-6-4-16(19)20/h4-15H2,1-3H3,(H,19,20)

InChIKey

ILIIUHKWCBCCNI-UHFFFAOYSA-N

SMILES

C(OC(C)(C)C)(=O)CCOCCOCCOCCOCCOCCC(O)=O

Acid-PEG5-t-butyl ester Usage And Synthesis

Description

Acid-PEG5-t-butyl ester is a PEG linker containing a t-butyl protected carboxyl group with a terminal carboxylic acid. 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. The hydrophilic PEG spacer increases solubility in aqueous media. The t-butyl protected carboxyl group can be deprotected under acidic conditions.

Uses

Acid-PEG5-C2-Boc is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1].

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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