Bromoacetamido-PEG9-ethylcarbamoyl-C8-Boc

 Cat No.: BP-501749 4.5  

Bromoacetamido-PEG9-ethylcarbamoyl-C8-Boc is a heterobifunctional, PEG-based PROTAC linker featuring a bromoacetamide electrophile for chemoselective conjugation, an extended polyethylene glycol segment that provides water solubility and conformational flexibility, and a tert-butyl ester-protected carboxyl terminus enabling controlled downstream functionalization. The C8 spacer and the PEG chain together tune the effective distance and orientation between the two binding partners of a targeted protein degrader, reducing steric mismatch and helping productive formation of the ternary complex. In PROTAC design, the bromoacetamide moiety can react with nucleophilic residues (e.g., cysteine-containing handles) or appropriately positioned amines, allowing attachment to one ligand, while the tert-butyl ester can be deprotected to reveal a carboxylic acid for orthogonal coupling to the second component. This linker is therefore valuable for constructing modular, experimentally tractable degradation probes where linker length, polarity, and orthogonal reactivity are critical parameters for optimizing degradation potency and selectivity.

Bromoacetamido-PEG9-ethylcarbamoyl-C8-Boc

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PROTAC Linker
Molecular Formula
C₃₆H₆₉BrN₂O₁₃
Molecular Weight
817.84

* 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
tert-butyl 10-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[(2-bromoacetyl)amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethylamino]-10-oxodecanoate
InChI Key
ZZVSVZBPNGNNOE-UHFFFAOYSA-N
InChI
InChI=1S/C36H69BrN2O13/c1-36(2,3)52-35(42)11-9-7-5-4-6-8-10-33(40)38-12-14-43-16-18-45-20-22-47-24-26-49-28-30-51-31-29-50-27-25-48-23-21-46-19-17-44-15-13-39-34(41)32-37/h4-32H2,1-3H3,(H,38,40)(H,39,41)
SMILES
CC(C)(C)OC(=O)CCCCCCCCC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CBr

This PROTAC linker can be used as a controlled, water-compatible spacer with bromoacetamide and protected carboxyl handles for targeted protein degradation conjugation workflows. Its functional handles enable conjugation to ligands while the PEG segment provides linker flexibility and solubility. The following points describe the molecule’s structure and the practical reactivity considerations relevant to PROTAC assembly in research settings.

Structure: The linker contains a PEG-based ethylene glycol segment that imparts hydrophilicity and conformational flexibility, connected to an acetamide-bearing bromoacetamide motif and an ethylcarbamoyl substituent. It features amide and ether linkages, along with a protected carboxyl functionality suited for stepwise synthesis.

Reactivity: The bromoacetamide functionality is suitable for nucleophilic substitution with thiol-containing ligands or cysteine-reactive nucleophiles under mild, base-assisted conditions. Assembly strategies can preserve the tert-butyl ester during earlier coupling steps, followed by acid-mediated cleavage to reveal the carboxylic acid when required. Common solvents include polar aprotic or mixed aqueous systems, with temperature and pH optimized to balance coupling efficiency and minimize side reactions.

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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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