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Documentos Principais

919454

Sigma-Aldrich

CCW16-PEG3-BocNH

≥95%

Sinônimo(s):

tert-Butyl (2-(2-(2-(2-(4-(4-(N-Benzyl-2-chloroacetamido)phenoxy)phenoxy)ethoxy)ethoxy)ethoxy)ethyl)carbamate, Crosslinker-E3 Ligase ligand conjugate, Protein degrader building block for PROTAC® research, RNF4-targeting building block, Template for synthesis of targeted protein degrader

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About This Item

Fórmula empírica (Notação de Hill):
C34H43ClN2O8
Peso molecular:
643.17
Número MDL:
Código UNSPSC:
12352200
NACRES:
NA.22

ligand

CCW16

Nível de qualidade

Ensaio

≥95%

Formulário

liquid

adequação da reação

reactivity: carboxyl reactive
reagent type: ligand-linker conjugate

grupo funcional

amine

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

O=C(CCl)N(CC1=CC=CC=C1)C2=CC=C(C=C2)OC3=CC=C(OCCOCCOCCOCCNC(OC(C)(C)C)=O)C=C3

InChI

1S/C34H43ClN2O8/c1-34(2,3)45-33(39)36-17-18-40-19-20-41-21-22-42-23-24-43-29-13-15-31(16-14-29)44-30-11-9-28(10-12-30)37(32(38)25-35)26-27-7-5-4-6-8-27/h4-16H,17-26H2,1-3H3,(H,36,39)

chave InChI

ZBIUJJSRBDSDRU-UHFFFAOYSA-N

Aplicação

Protein degrader building block CCW16-PEG3-BocNH enables the synthesis of molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. This conjugate contains a RING finger protein 4 (RNF4)-recruiting ligand, a PEGylated crosslinker, 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.

Informações legais

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

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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Momar Toure et al.
Angewandte Chemie (International ed. in English), 55(6), 1966-1973 (2016-01-13)
The current inhibitor-based approach to therapeutics has inherent limitations owing to its occupancy-based model: 1) there is a need to maintain high systemic exposure to ensure sufficient in vivo inhibition, 2) high in vivo concentrations bring potential for off-target side effects, and 3) there is
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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