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920908

Sigma-Aldrich

(S,R,S)-VL285 Phenol

Synonym(e):

(2S,4R)-4-Hydroxy-N-(2-hydroxy-4-(4-methylthiazol-5-yl)benzyl)-1-((S)-3-methyl-2-(1-oxoisoindolin-2-yl)butanoyl)pyrrolidine-2-carboxamide, VHL E3 ligase ligand for PROTAC® research

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About This Item

Empirische Formel (Hill-System):
C29H32N4O5S
CAS-Nummer:
1448188-69-9
Molekulargewicht:
548.65
MDL-Nummer:
MFCD31746640
NACRES:
NA.22

ligand

VL285 phenol

Qualitätsniveau

100

Form

solid

Eignung der Reaktion

reagent type: ligand

Funktionelle Gruppe

amine

Lagertemp.

2-8°C

SMILES String

O=C([C@@H]1C[C@@H](O)CN1C([C@H](C(C)C)N2CC(C=CC=C3)=C3C2=O)=O)NCC4=CC=C(C5=C(C)N=CS5)C=C4O

Verwandte Kategorien

Anwendung

(S,R,S)-VL285 Phenol is a ligand used in the recruitment of the von Hippel-Lindau (VHL) protein for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology, providing an alternative to the widely used VH032 (901490).

(S,R,S)-VL285 Phenol-linker conjugates are also available for synthesis of degraders. Browse our full offering of degrader building blocks that streamlines the synthesis of degrader libraries.

Sonstige Hinweise

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC® Degraders for Targeted Protein Degradation

HaloPROTACS: Use of Small Molecule PROTACs to Induce Degradation of HaloTag Fusion Proteins

Systematic exploration of different E3 ubiquitin ligases: an approach towards potent and selective CDK6 degraders

Design, synthesis and biological evaluation of Proteolysis Targeting Chimeras (PROTACs) as a BTK degraders with improved pharmacokinetic properties

Differential PROTAC substrate specificity dictated by orientation of recruited E3 ligase

Rechtliche Hinweise

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

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(S,R,S)-AHPC-piperazine-pyridine-alkyne-NH2 hydrochloride

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Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Saul Jaime-Figueroa et al.
Bioorganic & medicinal chemistry letters, 30(3), 126877-126877 (2019-12-28)
A new series of Proteolysis Targeting Chimeras (PROTACs) targeting Bruton's Tyrosine Kinase (BTK) was synthesized, with the goal of improving the pharmacokinetic properties of our previously reported PROTAC, MT802. We recently described the ability of MT802 to induce degradation of
Christian Steinebach et al.
Chemical science, 11(13), 3474-3486 (2020-11-03)
Cyclin-dependent kinase 6 (CDK6) is an important regulator of the cell cycle. Together with CDK4, it phosphorylates and inactivates retinoblastoma (Rb) protein. In tumour cells, CDK6 is frequently upregulated and CDK4/6 kinase inhibitors like palbociclib possess high activity in breast
Blake E Smith et al.
Nature communications, 10(1), 131-131 (2019-01-12)
PROteolysis-TArgeting Chimeras (PROTACs) are hetero-bifunctional molecules that recruit an E3 ubiquitin ligase to a given substrate protein resulting in its targeted degradation. Many potent PROTACs with specificity for dissimilar targets have been developed; however, the factors governing degradation selectivity within
Dennis L Buckley et al.
ACS chemical biology, 10(8), 1831-1837 (2015-06-13)
Small molecule-induced protein degradation is an attractive strategy for the development of chemical probes. One method for inducing targeted protein degradation involves the use of PROTACs, heterobifunctional molecules that can recruit specific E3 ligases to a desired protein of interest.

Artikel

Degrader Building Blocks for Targeted Protein Degradation

Protein Degrader Building Blocks are a collection of crosslinker-E3 ligand conjugates with a pendant functional group for covalent linkage to a target ligand.

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

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