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Merck

909459

Sigma-Aldrich

Fluorinated VHL Spy Molecule 4

≥98%

Szinonimák:

(2S,4R)-N-(4-bromobenzyl)-4-hydroxy-1-(3,3,3-trifluoropropanoyl)pyrrolidine-2-carboxamide

Bejelentkezésa Szervezeti és Szerződéses árazás megtekintéséhez


About This Item

Tapasztalati képlet (Hill-képlet):
C15H16BrF3N2O3
CAS-szám:
Molekulatömeg:
409.20
UNSPSC kód:
12352101

ligand

VH032 derivative

Teszt

≥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

Alkalmazás

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.

Tárolási osztály kódja

11 - Combustible Solids

WGK

WGK 3

Lobbanási pont (F)

Not applicable

Lobbanási pont (C)

Not applicable


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Analitikai tanúsítványok (COA)

Lot/Batch Number

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Dokumentumtár megtekintése

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
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.

Related Content

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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