Tetrazine-Ph-NHCO-C3-NHS ester

• CAT Number: I016242
• CAS Number: 1244040-64-9
• Molecular Formula: C18H18N6O5
• Molecular Weight: 398.37
• Purity: ≥95%
• Synonyms: (2,5-dioxopyrrolidin-1-yl) 5-oxo-5-[[4-(1,2,4,5-tetrazin-3-yl)phenyl]methylamino]pentanoate
• InChI: InChI=1S/C18H18N6O5/c25-14(2-1-3-17(28)29-24-15(26)8-9-16(24)27)19-10-12-4-6-13(7-5-12)18-22-20-11-21-23-18/h4-7,11H,1-3,8-10H2,(H,19,25)
• InChIKey: QDUUJWMNSUXICN-UHFFFAOYSA-N
• SMILES: C1CC(=O)N(C1=O)OC(=O)CCCC(=O)NCC2=CC=C(C=C2)C3=NN=CN=N3

Tetrazine-Ph-NHCO-C3-NHS ester is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1]. Tetrazine-Ph-NHCO-C3-NHS ester is a click chemistry reagent, it contains a Tetrazine group that can undergo an inverse electron demand Diels-Alder reaction (iEDDA) with molecules containing TCO groups.
PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[1].

Reference

[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
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