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  • 909416 - Fluorinated VHL spy molecule 1

909416 Sigma-Aldrich

Fluorinated VHL spy molecule 1

Synonym: (2S,4R)-1-(3,3-Dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)-3-(trifluoromethyl)benzyl)pyrrolidine-2-carboxamide

  • CAS Number 2290526-08-6

  • Empirical Formula (Hill Notation) C23H28F3N3O3S

  • Molecular Weight 483.55



Related Categories Chemical Biology, Chemical Synthesis, Probes and Sensors, VHL Spy Molecules for Ligand Discovery
form   solid
SMILES string   O=C([C@@H]1C[C@@H](O)CN1C(CC(C)(C)C)=O)NCC2=CC=C(C3=C(C)N=CS3)C(C(F)(F)F)=C2


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.


Fluorinated VHL Spy Molecule 1 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 909432, 909440 and 909459.
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.

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901490 (S,R,S)-AHPC hydrochloride, ≥97%
909432 Fluorinated VHL Spy Molecule 2, ≥98%
909440 Fluorinated VHL spy molecule 3, ≥95%
909459 Fluorinated VHL Spy Molecule 4, ≥98%
911801 AHPC-C6-PEG1-C3-PEG1-butyl amine hydrochloride, ≥90%
911690 C5 Lenalidomide, ≥95%
911666 Pomalidomide-C6-NH2 hydrochloride, ≥95%
911658 Pomalidomide-C3-NH2 hydrochloride, ≥95%
913987 Pomalidomide-C6-PEG1-C3-PEG1-butyl amine hydrochloride, ≥95%
915572 Pomalidomide-dipiperazine-NH2 hydrochloride, ≥95%

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