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Merck

901523

Sigma-Aldrich

Pomalidomide-PEG1-Alkyne

≥98%

Sinónimos:

N-(2-(2,6-Dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)-3-(prop-2-yn-1-yloxy)propanamide, Crosslinker−E3 Ligase ligand conjugate, Protein degrader building block for PROTAC® research, Template for synthesis of targeted protein degrader

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50 MG
357,70 €

357,70 €

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50 MG
357,70 €

About This Item

Fórmula empírica (notación de Hill):
C19H17N3O6
Peso molecular:
383.35
Número MDL:
Código UNSPSC:
51171641
NACRES:
NA.22

357,70 €

Precio de catálogo511,00 €Ahorre 30 %

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ligand

pomalidomide

Nivel de calidad

Ensayo

≥98%

Formulario

powder or crystals

idoneidad de la reacción

reaction type: click chemistry
reagent type: ligand-linker conjugate

grupo funcional

alkyne

temp. de almacenamiento

2-8°C

cadena SMILES

O=C(C(CC1)N(C2=O)C(C3=C2C=CC=C3NC(CCOCC#C)=O)=O)NC1=O

InChI

1S/C19H17N3O6/c1-2-9-28-10-8-15(24)20-12-5-3-4-11-16(12)19(27)22(18(11)26)13-6-7-14(23)21-17(13)25/h1,3-5,13H,6-10H2,(H,20,24)(H,21,23,25)

Clave InChI

NECGAXFLPKIXPG-UHFFFAOYSA-N

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Este artículo
901529901531901834
functional group

alkyne

functional group

alkyne

functional group

alkyne

functional group

alkyne

reaction suitability

reaction type: click chemistry, reagent type: ligand-linker conjugate

reaction suitability

reaction type: click chemistry, reagent type: ligand-linker conjugate

reaction suitability

reaction type: click chemistry, reagent type: ligand-linker conjugate

reaction suitability

reaction type: click chemistry, reagent type: ligand-linker conjugate

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

form

powder or crystals

form

powder or crystals

form

powder or crystals

form

powder or crystals

Aplicación

Protein degrader builiding block Pomalidomide-PEG1-Alkyne enables the synthesis of molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. This conjugate contains a Cereblon (CRBN)-recruiting ligand and a PEGylated crosslinker with pendant alkyne for click chemistry with an azide 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 pendant alkyne group, parallel synthesis can be used to more quickly generate PROTAC libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

Automate your CRBN-PEG based PROTACs with Synple Automated Synthesis Platform (SYNPLE-SC002)

Información legal

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

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Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°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
Kedra Cyrus et al.
Molecular bioSystems, 7(2), 359-364 (2010-10-06)
Conventional genetic approaches have provided a powerful tool in the study of proteins. However, these techniques often preclude selective manipulation of temporal and spatial protein functions, which is crucial for the investigation of dynamic cellular processes. To overcome these limitations
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
Philipp M Cromm et al.
Cell chemical biology, 24(9), 1181-1190 (2017-06-27)
Traditional pharmaceutical drug discovery is almost exclusively focused on directly controlling protein activity to cure diseases. Modulators of protein activity, especially inhibitors, are developed and applied at high concentration to achieve maximal effects. Thereby, reduced bioavailability and off-target effects can

Artículos

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

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