VH 032, amine hydrochloride

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Cat.No. 6462 - VH 032, amine hydrochloride | C22H30N4O3S.HCl | CAS No. 1448189-80-7
Description: Functionalized VHL ligand for PROTACs
Chemical Name: (4R)-3-Methyl-L-valyl-4-hydroxy-N-[[4-(4-methyl-5-thiazolyl)phenyl]methyl]-L-prolinamide hydrochloride
Purity: ≥98% (HPLC)
Literature (1)

Biological Activity

Derivative of the von Hippel-Lindau (VHL) ligand, VH 032; commonly used as a precursor to a PROTAC® that hijacks VHL as the E3 ubiquitin ligase component. Supplied with a primary amine functional handle at a position known not to significantly affect binding to VHL, for ready conjugation to a linker/target protein ligand.

PROTAC® is a registered trademark of Arvinas Operations, Inc., and is used under license.

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Technical Data

M. Wt 467.03
Formula C22H30N4O3S.HCl
Storage Desiccate at RT
Purity ≥98% (HPLC)
CAS Number 1448189-80-7
PubChem ID 118864076
Smiles CC1=C(C2=CC=C(C=C2)CNC([C@@H]3C[C@H](CN3C([C@H](C(C)(C)C)N)=O)O)=O)SC=N1.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 46.7 100

Preparing Stock Solutions

The following data is based on the product molecular weight 467.03. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.14 mL 10.71 mL 21.41 mL
5 mM 0.43 mL 2.14 mL 4.28 mL
10 mM 0.21 mL 1.07 mL 2.14 mL
50 mM 0.04 mL 0.21 mL 0.43 mL

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References are publications that support the biological activity of the product.

Zengerle et al (2015) Selective small molecule induced degradation of the BET bromodomain protein BRD4. ACS Chem.Biol. 10 1770 PMID: 26035625

Galdeano et al (2014) 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. J.Med.Chem. 57 8657

If you know of a relevant reference for VH 032, amine hydrochloride, please let us know.

Keywords: VH 032, amine hydrochloride, VH 032, amine hydrochloride supplier, VH032, amine, HCl, protein, degrader, 1, VHL, VL, 269, PROTACs, E3, ligase, ligands, Functionalized, Ligase, Ligands, 6462, Tocris Bioscience

Citations for VH 032, amine hydrochloride

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Literature in this Area

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Targeted Protein Degradation

Targeted Protein Degradation Poster

Degraders (e.g. PROTACs) are bifunctional small molecules, that harness the Ubiquitin Proteasome System (UPS) to selectively degrade target proteins within cells. They consist of three covalently linked components: an E3 ubiquitin ligase ligand, a linker and a ligand for the target protein of interest. Authored in-house, this poster outlines the generation of a toolbox of building blocks for the development of Degraders. The characteristics and selection of each of these components are discussed. Presented at EFMC 2018, Ljubljana, Slovenia