909459

Fluorinated VHL Spy Molecule 4

≥98%

• Synonym(s): (2S,4R)-N-(4-bromobenzyl)-4-hydroxy-1-(3,3,3-trifluoropropanoyl)pyrrolidine-2-carboxamide
• Empirical Formula (Hill Notation): C₁₅H₁₆BrF₃N₂O₃
• CAS Number: 2290526-31-5
• Molecular Weight: 409.20
• UNSPSC Code: 12352101

Properties

• ligand: VH032 derivative
• assay: ≥98%
• form: powder
• SMILES string: O=C([C@@H]1C[C@@H](O)CN1C(CC(F)(F)F)=O)NCC2=CC=C(Br)C=C2

Description

Application

Fluorinated VHL Spy Molecule 4 can be used for the discovery of new von Hippel-Lindau (VHL) binders. Based on VH032 (cat# 901490), this reporter was designed in the lab of Alessio Ciulli to bind the hydroxyproline (Hyp) recognition site of VHL. When used in competition ligand-observed 19F NMR screening experiments, its displacement indicates binding by another molecule. Additional Fluorinated VHL Spy Molecules are available as listings 909416, 909432, and 909440.
The E3 ligase VHL is of growing interest for targeted protein degradation, and these spy molecules will facilitate the identification of novel VHL ligands and VHL-based degraders.

Other Notes

Spy vs. spy: selecting the best reporter for 19F NMR competition experiments

Structure-guided design and optimization of small molecules targeting the protein-protein interaction between the von Hippel-Lindau (VHL) E3 ubiquitin ligase and the hypoxia inducible factor (HIF) alpha subunit with in vitro nanomolar affinities

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable