Propargyl-PEG3-Tos Chemical Properties

storage temp. 

Storage temp. 2-8°C

form 

Oil

color 

Light yellow to yellow

InChI

InChI=1S/C14H18O5S/c1-3-8-17-9-10-18-11-12-19-20(15,16)14-6-4-13(2)5-7-14/h1,4-7H,8-12H2,2H3

InChIKey

XOLBARIQCXNLPS-UHFFFAOYSA-N

SMILES

C(OS(C1=CC=C(C)C=C1)(=O)=O)COCCOCC#C

Propargyl-PEG3-Tos Usage And Synthesis

Description

Propargyl-PEG3-Tos is a PEG linker containing a tosyl group and a propargyl group. The hydrophilic PEG spacer increases solubility in aqueous media. The tosyl group is a very good leaving group for nucleophilic substitution reactions. The propargyl group can react with azide-bearing compounds or biomolecules via copper catalyzed azide-alkyne Click Chemistry to yield a stable triazole linkage.

Uses

Tos-PEG2-O-Propargyl is a PEG-based PROTAC linker can be used in the synthesis of Thalidomide-O-PEG2-propargyl (HY-126458)[1]. Tos-PEG2-O-Propargyl is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

IC 50

PEGs

References

[1] Wurz RP, et al. A "Click Chemistry Platform" for the Rapid Synthesis of Bispecific Molecules for Inducing Protein Degradation. J Med Chem. 2018 Jan 25;61(2):453-461. DOI:10.1021/acs.jmedchem.6b01781

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