Merck
CN

909459

Sigma-Aldrich

Fluorinated VHL Spy Molecule 4

≥98%

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别名:
(2S,4R)-N-(4-bromobenzyl)-4-hydroxy-1-(3,3,3-trifluoropropanoyl)pyrrolidine-2-carboxamide
经验公式(希尔记法):
C15H16BrF3N2O3
分子量:
409.20

检测方案

≥98%

形式

powder

SMILES字符串

O=C([C@@H]1C[C@@H](O)CN1C(CC(F)(F)F)=O)NCC2=CC=C(Br)C=C2

应用

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.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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Guilherme Vieira de Castro et al.
Chemical communications (Cambridge, England), 55(10), 1482-1485 (2019-01-16)
Systematic characterization of a series of fluorinated VHL ligands, varying binding affinity and position of the trifluoromethyl group, qualifies a spy molecule for competitive 19F NMR screening and reveals guiding principles to develop highly sensitive assays with low material consumption.
Carles Galdeano et al.
Journal of medicinal chemistry, 57(20), 8657-8663 (2014-08-29)
E3 ubiquitin ligases are attractive targets in the ubiquitin-proteasome system, however, the development of small-molecule ligands has been rewarded with limited success. The von Hippel-Lindau protein (pVHL) is the substrate recognition subunit of the VHL E3 ligase that targets HIF-1α

相关内容

The Ciulli group are broadly interested with understanding and exploiting the ligandability of protein-protein interactions (PPIs) and protein surfaces within complex biological systems using chemical and structural cell biology approaches. Current research efforts are directed towards targeting PPIs molecular recognition within protein families of biological and medical relevance within the Ubiquitin and Chromatin systems by developing small molecules that disrupt PPIs and that induce targeted protein degradation (PROTAC®) - as tools to probe biology and leads for drug discovery.

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