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929344

Sigma-Aldrich

(S,R,S)-AHPC-C5-phosphoramidite

Sinônimo(s):

(3R,5S)-1-((2S)-2-(6-(((2-Cyanoethoxy)(diisopropylamino)phosphaneyl)oxy)hexanamido)-3,3-dimethylbutanoyl)-5-((4-(4-methylthiazol-5-yl)benzyl)carbamoyl)pyrrolidin-3-yl acetate

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About This Item

Fórmula empírica (Notação de Hill):
C39H59N6O7PS
Peso molecular:
786.96
Código UNSPSC:
12352101

ligand

VH032

Nível de qualidade

100

Formulário

solid or liquid

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

O=C(N1C[C@H](OC(C)=O)C[C@H]1C(NCC2=CC=C(C3=C(C)N=CS3)C=C2)=O)[C@H](C(C)(C)C)NC(CCCCCOP(OCCC#N)N(C(C)C)C(C)C)=O

chave InChI

YMQQWUSOVSQPIT-ZGBSLLNRSA-N

Categorias relacionadas

Aplicação

Protein degrader building block (S,R,S)-AHPC-C5-phosphoramidite enables the synthesis of molecules for degradation of proteins and PROTAC® (proteolysis-targeting chimeras) research. This conjugate contains a von Hippel-Lindau (VHL)-recruiting ligand, a rigid linker, and a pendant phosphoramidite for reactivity with target DNA-binding proteins such as transcription factors. Because even slight alterations in ligands and crosslinkers can affect ternary complex formation between the target, E3 ligase, and degrader, many analogs are prepared to screen for optimal target degradation. When used with other protein degrader building blocks, parallel synthesis can be used to more quickly generate degrader libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Protein Degrader Building Blocks

Outras notas

Targeted Protein Degradation by Small Molecules

Destruction of DNA-Binding Proteins by Programmable Oligonucleotide PROTAC (O′PROTAC): Effective Targeting of LEF1 and ERG

Small-Molecule PROTACS: New Approaches to Protein Degradation

Targeted Protein Degradation: from Chemical Biology to Drug Discovery

Impact of linker length on the activity of PROTACs

Informações legais

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number

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Daniel P Bondeson et al.
Annual review of pharmacology and toxicology, 57, 107-123 (2016-10-13)
Protein homeostasis networks are highly regulated systems responsible for maintaining the health and productivity of cells. Whereas therapeutics have been developed to disrupt protein homeostasis, more recently identified techniques have been used to repurpose homeostatic networks to effect degradation of

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