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901494

Sigma-Aldrich

N-Methylated pomalidomide

≥98%

Synonym(s):

4-Amino-2-(1-methyl-2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione, E3 Ligase ligand methylated negative control, Ligand for PROTAC® research

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About This Item

Empirical Formula (Hill Notation):
C14H13N3O4
CAS Number:
1352827-50-9
Molecular Weight:
287.27
UNSPSC Code:
12352101
NACRES:
NA.22

ligand

N-Methylated Pomalidomide

Quality Level

100

Assay

≥98%

form

powder or crystals

reaction suitability

reagent type: ligand

shipped in

wet ice

storage temp.

2-8°C

SMILES string

O=C(C(CC1)N(C2=O)C(C3=C2C=CC=C3N)=O)N(C)C1=O

Application

N-Methylated pomalidomide is a ligand used as a negative control for pomalidomide (P0018) in the recruitment of the Cereblon (CRBN) protein for targeted protein degradation and PROTAC (proteolysis-targeting chimeras) technology.

Other Notes

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Portal: Building PROTAC® Degraders for Targeted Protein Degradation

Hijacking the E3 Ubiquitin Ligase Cereblon to Efficiently Target BRD4

Targeted Protein Degradation by Small Molecules

Small-Molecule PROTACS: New Approaches to Protein Degradation

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jing Lu et al.
Chemistry & biology, 22(6), 755-763 (2015-06-09)
BRD4, a bromodomain and extraterminal domain (BET) family member, is an attractive target in multiple pathological settings, particularly cancer. While BRD4 inhibitors have shown some promise in MYC-driven malignancies such as Burkitt's lymphoma (BL), we show that BRD4 inhibitors lead to
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

Articles

Partial PROTACs for Targeted Protein Degradation

Partial PROTACs are a collection of crosslinker-E3 ligand conjugates with a pendant functional group for covalent linkage to a target ligand.

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