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901834

Pomalidomide-PEG5-Alkyne

≥95%

Synonym(s):

N-(2-(2,6-Dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)-4,7,10,13,16-pentaoxanonadec-18-ynamide, Crosslinker−E3 Ligase ligand conjugate, Protein degrader building block for PROTAC® research, Template for synthesis of targeted protein degrader

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Pack SizeSKUAvailabilityPrice
50 mg
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$540.00

About This Item

Empirical Formula (Hill Notation):
C27H33N3O10
Molecular Weight:
559.57
MDL number:
MFCD32173795
UNSPSC Code:
51171641
NACRES:
NA.22

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ligand

pomalidomide

assay

≥95%

form

powder or crystals

reaction suitability

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

functional group

alkyne

storage temp.

2-8°C

SMILES string

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

InChI

1S/C27H33N3O10/c1-2-9-36-11-13-38-15-17-40-18-16-39-14-12-37-10-8-23(32)28-20-5-3-4-19-24(20)27(35)30(26(19)34)21-6-7-22(31)29-25(21)33/h1,3-5,21H,6-18H2,(H,28,32)(H,29,31,33)

InChI key

RLYIVXHPIRSXJK-UHFFFAOYSA-N

Application

Protein degrader builiding block Pomalidomide-PEG5-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)

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

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

Legal Information

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

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This Item
901523901828901531
Pomalidomide-PEG5-Alkyne ≥95%

Sigma-Aldrich

901834

Pomalidomide-PEG5-Alkyne

Pomalidomide-PEG1-Alkyne ≥98%

Sigma-Aldrich

901523

Pomalidomide-PEG1-Alkyne

Pomalidomide-PEG5-CO2H ≥95%

Sigma-Aldrich

901828

Pomalidomide-PEG5-CO2H

Pomalidomide-PEG3-Alkyne ≥95%

Sigma-Aldrich

901531

Pomalidomide-PEG3-Alkyne

assay

≥95%

assay

≥98%

assay

≥95%

assay

≥95%

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 suitability

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

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

solid

form

powder or crystals

ligand

pomalidomide

ligand

pomalidomide

ligand

pomalidomide

ligand

pomalidomide

functional group

alkyne

functional group

alkyne

functional group

carboxylic acid

functional group

alkyne

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000216218
0000216218
0000093420
MKCG7399

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Articles

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.

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
View All Related Papers

Global Trade Item Number

SKUGTIN
901834-50MG04061835330782

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