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Merck
CN

904724

Pomalidomide-PEG2-butyl iodide

≥95%

Synonym(s):

Crosslinker–E3 Ligase ligand conjugate, Pomalidomide-2-2-6-I, N-(2-(2,6-Dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)-2-(2-((6-iodohexyl)oxy)ethoxy)acetamide, Protein degrader building block for PROTAC® research, Template for synthesis of targeted protein degrader

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About This Item

Empirical Formula (Hill Notation):
C23H28IN3O7
CAS Number:
1835705-72-0
Molecular Weight:
585.39
MDL number:
MFCD32173806
UNSPSC Code:
12352101
NACRES:
NA.22

Key Documents

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ligand

pomalidomide

Assay

≥95%

form

powder or crystals

reaction suitability

reactivity: sulfuryl reactive
reagent type: ligand-linker conjugate

functional group

alkyl halide

storage temp.

2-8°C

SMILES string

ICCCCCCOCCOCC(NC1=CC=CC2=C1C(N(C3CCC(NC3=O)=O)C2=O)=O)=O

InChI

1S/C23H28IN3O7/c24-10-3-1-2-4-11-33-12-13-34-14-19(29)25-16-7-5-6-15-20(16)23(32)27(22(15)31)17-8-9-18(28)26-21(17)30/h5-7,17H,1-4,8-14H2,(H,25,29)(H,26,28,30)

InChI key

NYFZCMZZMDMBEB-UHFFFAOYSA-N

Related Categories

Application

Protein degrader builiding block Pomalidomide-PEG2-butyl Iodide enables the synthesis of molecules for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology. This conjugate contains a Cereblon (CRBN)-recruiting ligand, a linker with both hydrophobic and hydrophilic moieties, and a pendant iodoalkane for reactivity with a nucleophilic group on a 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 iodo group, parallel synthesis can be used to more quickly generate PROTAC libraries that feature variation in crosslinker length, composition, and E3 ligase ligand.

Other Notes

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC® Degraders for Targeted Protein Degradation

Targeting the C481S Ibrutinib-Resistance Mutation in Bruton′s Tyrosine Kinase Using PROTAC-Mediated Degradation

Modular PROTAC Design for the Degradation of Oncogenic BCR-?ABL

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

Storage Class Code

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
0000206870
0000194924
0000117379
0000206870
0000194924

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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.

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