920886
(S,R,S)-VL285 Phenol-PEG4-NH2 hydrochloride
Sinónimos:
(2S,4R)-N-(2-((14-Amino-3,6,9,12-tetraoxatetradecyl)oxy)-4-(4-methylthiazol-5-yl)benzyl)-4-hydroxy-1-((S)-3-methyl-2-(1-oxoisoindolin-2-yl)butanoyl)pyrrolidine-2-carboxamide hydrochloride, Crosslinker−E3 Ligase ligand conjugate, VHL protein degrader building block for PROTAC® research
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Fórmula empírica (notación de Hill):
C39H53N5O9S · xHCl
Peso molecular:
767.93 (free base basis)
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.22
Form:
solid
Servicio técnico
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VL285 phenol
Quality Segment
form
solid
reaction suitability
reactivity: carboxyl reactive, reagent type: ligand-linker conjugate
functional group
amine
storage temp.
2-8°C
SMILES string
O=C1N([C@H](C(N(C2)[C@H](C(NCC3=CC=C(C=C3OCCOCCOCCOCCOCCN)C(SC=N4)=C4C)=O)C[C@H]2O)=O)C(C)C)CC5=C1C=CC=C5.Cl
InChI key
WAOFVRRJKKKFIU-GJMJWEODSA-N
Application
Protein degrader building block (S,R,S)-VL285 Phenol-PEG4-NH2 hydrochloride enables the synthesis of molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. This conjugate contains a von Hippel-Lindau (VHL)-recruiting ligand with alternative exit vector from the widely used VH032 (901490), a PEG linker, and a pendant amine for reactivity with a carboxylic acid on the target ligand. Because even slight alterations in ligands and crosslinkers can affect ternary complex formation between the target, E3 ligase, and PROTAC, many analogs are prepared to screen for optimal target degradation. When used with other protein degrader building blocks with a terminal amine, parallel synthesis can be used to more quickly generate PROTAC libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.
Automate your VHL-PEG based PROTACs with Synple Automated Synthesis Platform (SYNPLE-SC002)
Automate your VHL-PEG based PROTACs with Synple Automated Synthesis Platform (SYNPLE-SC002)
Other Notes
Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation
Portal: Building PROTAC® Degraders for Targeted Protein Degradation
Targeted Protein Degradation by Small Molecules
Targeted Protein Degradation: from Chemical Biology to Drug Discovery
HaloPROTACS: Use of Small Molecule PROTACs to Induce Degradation of HaloTag Fusion Proteins
Differential PROTAC substrate specificity dictated by orientation of recruited E3 ligase
Portal: Building PROTAC® Degraders for Targeted Protein Degradation
Targeted Protein Degradation by Small Molecules
Targeted Protein Degradation: from Chemical Biology to Drug Discovery
HaloPROTACS: Use of Small Molecule PROTACs to Induce Degradation of HaloTag Fusion Proteins
Differential PROTAC substrate specificity dictated by orientation of recruited E3 ligase
Legal Information
PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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