Azido-PEG3-Val-Cit-PAB-PNP

Product NameAzido-PEG3-Val-Cit-PAB-PNP
CAS2055047-18-0
MFC34H47N9O12
MW773.8
EINECS
MOL File2055047-18-0.mol

Chemical Properties

solubility	Soluble in DMSO, DMF
form	Solid
color	White to light yellow
InChIKey	HLBCDJANEWKOSX-XIKWSGLJNA-N
SMILES	[C@@H](CCCNC(=O)N)(NC(=O)[C@H](C(C)C)NC(=O)CCOCCOCCOCCN=[N+]=[N-])C(=O)NC1C=CC(COC(=O)OC2C=CC(N(=O)=O)=CC=2)=CC=1 \|&1:0,11,r\|

Usage And Synthesis

Description

Azido-PEG3-Val-Cit-PAB-PNP is a cleavable peptide ADC linker. The Val-Cit will specifically be cleaved by Cathepsin B. PNP groupg is a good leaving group when treating with aminebearing payload. Azido group will react with DBCO, BCN or other Alkyne group through click chemistry, PEG spacer increases aqueous solubility.

Uses

Azido-PEG3-Val-Cit-PAB-PNP is a cleavable 3 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[1]. Azido-PEG3-Val-Cit-PAB-PNP is also a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[2]. Azido-PEG3-Val-Cit-PAB-PNP 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; Protease Cleavable Linker; Cleavable Linker

References

[1] Dan N, et al. Antibody-Drug Conjugates for Cancer Therapy: Chemistry to Clinical Implications. Pharmaceuticals (Basel). 2018 Apr 9;11(2). pii: E32. DOI:10.3390/ph11020032
[2] 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