Amino-PEG6-Thalidomide

 Cat No.: BP-501867 4.5  

Amino-PEG6-Thalidomide is a heterobifunctional PROTAC linker building block that couples a thalidomide-derived cereblon (CRBN) ligand to a terminal primary amine through a polyethylene glycol (PEG) spacer. Structurally, it features a PEG chain of six ethylene glycol units that provides conformational flexibility and hydrophilicity, while the amino terminus serves as a reactive handle for further conjugation to a second recognition element, such as an E3-ligase–independent targeting moiety (e.g., kinase-binding warheads) or for attachment to other linker segments. In PROTAC design, the thalidomide portion recruits the CRBN E3 ligase, and the PEG spacer helps position the two binding components to promote formation of a productive ternary complex. This reagent is valuable for constructing CRBN-recruiting degraders, enabling modular synthesis of targeted protein degraders and facilitating systematic optimization of linker length and attachment chemistry to improve degradation potency and selectivity.

Amino-PEG6-Thalidomide

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PROTAC Linker
Molecular Formula
C₂₇H₃₉N₃O₁₀
Molecular Weight
565.61

* For research and manufacturing use only. Not for human or clinical use.

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Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
2-[1-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]-2,6-dioxopiperidin-3-yl]isoindole-1,3-dione
InChI Key
SBCVQPNTHBDMCS-UHFFFAOYSA-N
InChI
InChI=1S/C27H39N3O10/c28-7-9-35-11-13-37-15-17-39-19-20-40-18-16-38-14-12-36-10-8-29-24(31)6-5-23(27(29)34)30-25(32)21-3-1-2-4-22(21)26(30)33/h1-4,23H,5-20,28H2
SMILES
C1CC(=O)N(C(=O)C1N2C(=O)C3=CC=CC=C3C2=O)CCOCCOCCOCCOCCOCCOCCN

Amino-PEG6-Thalidomide is a PEG-based PROTAC linker building block designed to connect a thalidomide-derived cereblon-binding motif to partner ligands while providing conformational flexibility and improved solubility. Its ether-rich chain and terminal amino functionality facilitate modular synthesis of targeted protein degraders, supporting efficient assembly of bifunctional molecules. The detailed structure and reactivity considerations for constructing PROTACs are provided below.

Structure: The linker features a poly(ethylene glycol) ether backbone that imparts flexibility and hydrophilicity, terminating in a primary amino group for subsequent functionalization. It contains thalidomide-derived aromatic and heterocyclic elements, along with amide and ether linkages that stabilize the conjugate during PROTAC synthesis.

Reactivity: The terminal amino group enables coupling to activated carboxylic acids or electrophilic linker fragments commonly used in PROTAC construction. Suitable approaches include amide bond formation via carbodiimide-mediated activation or related acyl-transfer chemistry, typically performed under inert or controlled conditions to minimize side reactions. Polar aprotic solvents are generally used to support solubility and reaction efficiency, while purification by chromatography or precipitation is often required to remove unreacted starting materials.

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L

* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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